Compound and optoelectronic device, image sensor, and electronic device comprising the same

Abstract

Disclosed are a compound and an organic optoelectronic device, an image sensor, and an electronic device including the same, wherein the compound is a compound of Chemical Formula 1. In Chemical Formula 1, each substituent is the same as defined in the detailed description. [Chemical Formula 1].

Description

[0001] Cross-reference to related applications

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2020-0004232, filed on January 13, 2020, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field

[0003] Disclosed are compounds and / or optoelectronic devices, image sensors, and / or electronic devices comprising the same. Background Art

[0004] Optoelectronic devices use the photoelectric effect to convert light into electrical signals. They may include photodiodes, phototransistors, etc., and they can be applied to image sensors, solar cells, organic light-emitting diodes, etc.

[0005] Image sensors using photodiodes require high resolution and therefore small pixels. Currently, silicon photodiodes are widely used, but they suffer from poor sensitivity due to their small absorption area due to their small pixels. Therefore, organic materials that can replace silicon have been studied.

[0006] The organic material has a high absorption coefficient and selectively absorbs light in a specific wavelength region depending on the molecular structure, and thus can replace a photodiode and a color filter at the same time, and as a result, improve sensitivity and contribute to high integration. Summary of the Invention

[0007] One embodiment provides a compound capable of selectively absorbing light in a green wavelength region and having excellent thermal stability.

[0008] Another embodiment provides a photovoltaic device capable of selectively absorbing light in a green wavelength region and maintaining excellent efficiency even in a process under high temperature conditions.

[0009] Another embodiment provides an image sensor including the optoelectronic device.

[0010] Another embodiment provides an electronic device including the image sensor.

[0011] According to one embodiment, a compound represented by Chemical Formula 1 is provided.

[0012] [Chemical Formula 1]

[0013]

[0014] In Chemical Formula 1,

[0015] Ar 1 and Ar2 may independently be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0016] X 1 Can be -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg at least one pair of are connected to each other to provide a ring structure,

[0017] X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(Rm )=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy. bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0018] L can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-GeR d R e -、-GeR dd R ee -、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R d 、R e 、R m 、R n , and R p may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R dd and Ree , or R mm and R nn at least one pair of are connected to each other to provide a ring structure,

[0019] When L is -NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, L is optionally combined with Ar 1 or Ar 2 connected to provide a ring structure,

[0020] Ar 3 may be a substituted or unsubstituted C6-C30 hydrocarbon ring group having at least one functional group selected from C=O, C=S, C=Se, and C=Te, a substituted or unsubstituted C2-C30 heterocyclic group having at least one functional group selected from C=O, C=S, C=Se, and C=Te, or a condensed ring thereof, and

[0021] R 1 and R 2 R may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C2-C30 acyl, halogen, cyano (-CN), a group containing a cyano group, nitro, pentafluorosulfanyl (-SF5), hydroxyl, amino, hydrazine, hydrazone, carboxyl or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, wherein R a 、R b , and R c -SiR may independently be hydrogen or substituted or unsubstituted C1-C10 alkyl a R b R c , or a combination thereof.

[0022] In some embodiments, the compound of Chemical Formula 1 may be represented by Chemical Formula 2A.

[0023] [Chemical Formula 2A]

[0024]

[0025] In Chemical Formula 2A,

[0026] X 1 、X 2 , L, Ar 3 、R 1 , and R2 Same as in Chemical Formula 1, and

[0027] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0028] Y 1 -Y 3 and Y 5 -Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof.

[0029] In some embodiments, in Chemical Formula 2A, Y 4 Can be CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, or

[0030] Y 7 Can be N or CR k , where R k may be halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、Rb 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p They may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl.

[0031] In some embodiments, in Formula 2A, when Y 1 and Y 5 Can be CR k and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, Y 1 and Y 5 At least one of and L may be linked to each other to provide a fused ring. 5 The structure in which Y and L are connected to each other can be represented by Chemical Formula 2A-1, and wherein Y 1 A structure in which and L are connected to each other can be represented by Chemical Formula 2A-2.

[0032] [Chemical Formula 2A-1]

[0033]

[0034] In Chemical Formula 2A-1,

[0035] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0036] L 1 Can be N, B, or Ge,

[0037] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0038] Y 1 -Y3 、Y 6 , and Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0039] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0040] [Chemical Formula 2A-2]

[0041]

[0042] In Chemical Formula 2A-2,

[0043] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0044] L 1 Can be N, B or Ge,

[0045] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0046] Y 2 、Y 3 and Y 5 -Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R kare connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0047] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0048] In some embodiments, the compound of Chemical Formula 1 may be represented by Chemical Formula 2B.

[0049] [Chemical Formula 2B]

[0050]

[0051] In Chemical Formula 2B,

[0052] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0053] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0054] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、Rb 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0055] In Chemical Formula 2B, Y 4 Can be N or CR k , where R k Can be halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, or

[0056] Y 5 Can be N or CR k , where R k may be halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p They may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl.

[0057] In some embodiments, in Formula 2B, when Y 1 CR k , X 3 -NR a1 -、-SiR b R c -、-GeR d R e -, or -CR f R g -, and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, Y 1 and X 3 At least one of and L may be connected to each other to provide a condensed ring. This structure may be represented by Chemical Formula 2B-1 or Chemical Formula 2B-2.

[0058] [Chemical Formula 2B-1]

[0059]

[0060] In Chemical Formula 2B-1,

[0061] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0062] L 1 Can be N, B, or Ge,

[0063] X 31 Can be N, SiR b ,GeR d , CR f , Si, Ge, or C, where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0064] Y 1 -Y 5 Can be N or CR independently k , where R kIt can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0065] Cy is a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0066] [Chemical Formula 2B-2]

[0067]

[0068] In Chemical Formula 2B-2,

[0069] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0070] X 3 Same as in Chemical Formula 2B,

[0071] L 1 Can be N, B, or Ge,

[0072] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0073] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0074] In some embodiments, the compound of Chemical Formula 1 may be represented by Chemical Formula 2C.

[0075] [Chemical Formula 2C]

[0076]

[0077] In Chemical Formula 2C,

[0078] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0079] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0080] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0081] In some embodiments, in Formula 2C, Y 4 Can be N or CR k , where R k Can be halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, or

[0082] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p They may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl.

[0083] In some embodiments, in Formula 2C, when Y5 CR k and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, Y 5 and L may be connected to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2C-1.

[0084] [Chemical Formula 2C-1]

[0085]

[0086] In Chemical Formula 2C-1,

[0087] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0088] X 3 Same as in Chemical Formula 2C,

[0089] L 1 Can be N, B, or Ge,

[0090] Y 1 -Y 4 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0091] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0092] In some embodiments, in Formula 2C, L(-NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-) and Y 1(CR k ) can be connected to each other to provide a fused ring. This structure can be represented by Chemical Formula 2C-2.

[0093] [Chemical Formula 2C-2]

[0094]

[0095] In Chemical Formula 2C-2,

[0096] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0097] X 3 Same as in Chemical Formula 2C,

[0098] L 1 Can be N, B, or Ge,

[0099] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0100] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0101] In some embodiments, the compound of Chemical Formula 1 may be represented by Chemical Formula 2D.

[0102] [Chemical Formula 2D]

[0103]

[0104] In Chemical Formula 2D,

[0105] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0106] Y1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k may be linked to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0107] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of may be connected to each other to provide a ring structure.

[0108] In some embodiments, in Formula 2D, Y 4 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, or

[0109] Y 3 Can be N or CR k , where Rk is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p They may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl.

[0110] In some embodiments, in Formula 2D, when Y 1 CR k and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, Y 1 and L may be connected to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2D-1.

[0111] [Chemical Formula 2D-1]

[0112]

[0113] In Chemical Formula 2D-1,

[0114] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0115] X 3Same as in Chemical Formula 2D,

[0116] L 1 Can be N, B, or Ge,

[0117] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0118] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0119] In chemical formula 2D, when X 3 -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g - and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, X 3 and L may be connected to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2D-2.

[0120] [Chemical Formula 2D-2]

[0121]

[0122] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0123] X 31 Can be N, SiR b ,GeR d , CRf , Si, Ge, or C, where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0124] L 1 Can be N, B, or Ge,

[0125] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0126] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0127] In some embodiments, the compound of Chemical Formula 1 may be represented by Chemical Formula 2E.

[0128] [Chemical Formula 2E]

[0129]

[0130] In Chemical Formula 2E,

[0131] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0132] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d Re -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of is connected to each other to provide a ring structure, and

[0133] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof.

[0134] In some embodiments, in Formula 2E, X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R gmay independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl, or

[0135] Y 3 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n and R p They may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl.

[0136] In some embodiments, in Formula 2E, when Y 1 and Y 4 CR k and L is -NR a1 -、-BR a2 -、-GeR d R e -, or-(C(R m )=C(R n ))-time, Y 1 and Y 4 One of and L may be connected to each other to provide a fused ring. This structure may be represented by Chemical Formula 2E-1 or Chemical Formula 2E-2.

[0137] [Chemical formula 2E-1]

[0138]

[0139] In Chemical Formula 2E-1,

[0140] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0141] X 3 Same as in Chemical Formula 2E,

[0142] L 1 Can be N, B, or Ge,

[0143] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0144] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0145] [Chemical formula 2E-2]

[0146]

[0147] In chemical formula 2E-2,

[0148] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0149] X 3 Same as in Chemical Formula 2E,

[0150] L 1 Can be N, B, or Ge,

[0151] Y 1 -Y 3 and Y 5 Can be N or CR independently k , where R kIt can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0152] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkenyl group, a substituted or unsubstituted C5-C30 heterocycloalkenyl group, or a condensed ring thereof.

[0153] In some embodiments, in Chemical Formula 1, X 1 、X 2 In L, the ring structure may be a spiro ring structure or a condensed ring structure.

[0154] In some embodiments, the spiro structure may include a moiety represented by Chemical Formula 3.

[0155] [Chemical Formula 3]

[0156]

[0157] In Chemical Formula 3,

[0158] X a and X b can be independently -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -, or -GeR dd R ee -, where R a1 、R a2 、R b 、R c 、R d and R e may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc or R dd and R ee At least one pair of may be connected to each other to provide a ring structure,

[0159] L a Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g and R p may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0160] The hydrogen of each ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0161] In some embodiments, in Chemical Formula 3, one or more CH groups present in the aromatic rings of moieties (3), (4), (5), (6), and (7) may be replaced by N.

[0162] In some embodiments, in Chemical Formula 1, Ar 3 It may be a cyclic group represented by Chemical Formula 4.

[0163] [Chemical Formula 4]

[0164]

[0165] In Chemical Formula 4,

[0166] Ar 3 ' may be a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C3-C30 heteroaryl group,

[0167] Z 1 can be O, S, Se, or Te, and

[0168] Z2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b At least one of the groups is a cyano group or a group containing a cyano group.

[0169] In some embodiments, in Chemical Formula 1, Ar 3 It may be a cyclic group represented by one of Chemical Formulae 5A to 5F.

[0170] [Chemical Formula 5A]

[0171]

[0172] In Chemical Formula 5A,

[0173] Z 1 It can be O, S, Se, or Te,

[0174] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0175] Z 3 Can be N or CR c , where R c is hydrogen, deuterium, or a substituted or unsubstituted C1-C10 alkyl group,

[0176] R 11 、R 12 、R 13 、R 14 , and R 15 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), a cyano-containing group, or a combination thereof, wherein R12 and R 13 and R 14 and R 15 may exist independently or be linked to each other to provide a fused aromatic ring,

[0177] n can be 0 or 1, and

[0178] *Can be a connection point.

[0179] [Chemical Formula 5B]

[0180]

[0181] In Chemical Formula 5B,

[0182] Z 1 It can be O, S, Se, or Te,

[0183] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0184] Z 3 Can be O, S, Se, Te, or C(R a )(CN), where R a is hydrogen, cyano (-CN), or C1-C10 alkyl,

[0185] R 11 and R 12 may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a combination thereof, and

[0186] *Can be a connection point.

[0187] [Chemical Formula 5C]

[0188]

[0189] In Chemical Formula 5C,

[0190] Z 1 It can be O, S, Se, or Te,

[0191] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0192] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a combination thereof, and

[0193] *Can be a connection point.

[0194] [Chemical Formula 5D]

[0195]

[0196] In Chemical Formula 5D,

[0197] Z 1 It can be O, S, Se, or Te,

[0198] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0199] Z 3 Can be N or CR c , where R c It can be hydrogen or a substituted or unsubstituted C1-C10 alkyl group,

[0200] G 1Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w may be the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0201] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano, a group containing a cyano group, or a combination thereof, wherein R 12 and R 13 may exist independently or be linked to each other to provide a fused aromatic ring,

[0202] n can be 0 or 1, and

[0203] *Can be a connection point.

[0204] [Chemical Formula 5E]

[0205]

[0206] In Chemical Formula 5E,

[0207] Z 1 It can be O, S, Se, or Te,

[0208] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0209] Z 3 Can be N or CR c , where R c It can be hydrogen or a substituted or unsubstituted C1-C10 alkyl group,

[0210] G 2 Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w may be the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0211] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano, a cyano-containing group, or a combination thereof,

[0212] n can be 0 or 1, and

[0213] *Can be a connection point.

[0214] [Chemical Formula 5F]

[0215]

[0216] In Chemical Formula 5F,

[0217] Z 1 It can be O, S, Se, or Te,

[0218] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0219] R 11 may be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), a cyano-containing group, or a combination thereof, and

[0220] G 3 Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w and X may be the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl.

[0221] In some embodiments, the compound may have a maximum absorption wavelength (λ) in a thin film state within a wavelength range of greater than or equal to about 500 nm and less than or equal to about 600 nm. 最大 ).

[0222] In some embodiments, the compound may exhibit a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 110 nm.

[0223] In some embodiments, in Chemical Formula 1,

[0224] L may be a single bond, and

[0225] Ar 1 and Ar 2 Each of the groups may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group or a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group.

[0226] In some embodiments, in Chemical Formula 1,

[0227] R 1 and R 2 independently may be hydrogen, deuterium, or substituted or unsubstituted C1-C30 alkyl, and

[0228] Ar 1 and Ar 2 Each of the groups is independently a substituted or unsubstituted C6-C30 aromatic hydrocarbon group.

[0229] In some embodiments, in Chemical Formula 1,

[0230] X 2 Can be -(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(Rmm )=C(R nn ))-、

[0231] or -(C(R p )=N))-, where R f 、R g 、R m 、R n , and R p are independently hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0232] R ff and R gg , or R mm and R nn At least one pair of may be connected to each other to provide a ring structure, and

[0233] -(CR f R g ) n1 -n1 is 1 or 2.

[0234] In some embodiments, in Chemical Formula 1, Ar 3 It may be a cyclic group represented by one of Chemical Formula 5A to Chemical Formula 5B:

[0235] [Chemical Formula 5A]

[0236]

[0237] Wherein, in Chemical Formula 5A,

[0238] Z 1 and Z 2 independently may be O, S, Se, or Te,

[0239] n can be 0,

[0240] R 12 、R 13 、R 14 , and R 15 independently may be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a group containing a cyano group, and

[0241] *Can be a connection point,

[0242] [Chemical Formula 5B]

[0243]

[0244] Wherein, in Chemical Formula 5B,

[0245] Z 1 and Z 2 independently may be O, S, Se, or Te,

[0246] Z 3 Can be O, S, Se, Te, or C(R a )(CN), where R a is hydrogen, cyano (-CN), or C1-C10 alkyl,

[0247] Z 3 But different from Z 1 and Z 2 ,

[0248] R 11 and R 12 independently may be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a combination thereof, and

[0249] *Can be a connection point.

[0250] According to another embodiment, a photoelectric device (eg, an organic photoelectric device) includes first and second electrodes facing each other, and an active layer including the compound represented by Chemical Formula 1 between the first and second electrodes.

[0251] According to another embodiment, an image sensor including the optoelectronic device is provided.

[0252] In some embodiments, the image sensor may include a semiconductor substrate integrated with a plurality of first light sensing devices configured to sense light in a blue wavelength region and a plurality of second light sensing devices configured to sense light in a red wavelength region, and the optoelectronic device may be on the semiconductor substrate and configured to sense light in a green wavelength region.

[0253] In some embodiments, the first light-sensing device and the second light-sensing device may be stacked in a vertical direction on a semiconductor substrate.

[0254] In some embodiments, the image sensor may further include a color filter layer including a blue filter (filter) configured to selectively transmit light in a blue wavelength region and a red filter configured to selectively transmit light in a red wavelength region.

[0255] In some embodiments, the image sensor may include a stackable green optoelectronic device as the optoelectronic device, a blue optoelectronic device configured to sense light in a blue wavelength region, and a red optoelectronic device configured to sense light in a red wavelength region.

[0256] According to another embodiment, an electronic device including the image sensor is provided.

[0257] Provided are compounds that selectively absorb light in the green wavelength region and are excellent in thermal stability and charge mobility. The wavelength selectivity of the compounds in the green wavelength region can be improved to improve the efficiency of the devices (equipment), and provide optoelectronic devices, image sensors, and electronic devices whose performance does not deteriorate even in high-temperature processes. BRIEF DESCRIPTION OF THE DRAWINGS

[0258] Figure 1 To show a cross-sectional view of an optoelectronic device according to one embodiment,

[0259] Figure 2 To show a cross-sectional view of a photovoltaic device according to another embodiment,

[0260] Figure 3 1 is a schematic top view showing an organic CMOS image sensor according to one embodiment.

[0261] Figure 4 for Figure 3 Cross-sectional view of an organic CMOS image sensor.

[0262] Figure 5 is a schematic cross-sectional view of an organic CMOS image sensor according to another embodiment,

[0263] Figure 6 is a schematic cross-sectional view of an organic CMOS image sensor according to another embodiment,

[0264] Figure 7 is a cross-sectional view of an organic CMOS image sensor according to another embodiment,

[0265] Figure 8 2 is a schematic diagram showing an organic CMOS image sensor according to another embodiment.

[0266] Figure 9 is a block diagram of a digital camera including an image sensor according to an embodiment, and

[0267] Figure 10 is a schematic diagram showing an electronic device according to some embodiments. DETAILED DESCRIPTION

[0268] Hereinafter, the embodiments are described in detail so that those skilled in the art can easily implement them. However, the structure of actual application can be implemented in many different forms and is not limited to the embodiments disclosed herein.

[0269] In the accompanying drawings, the thickness of layers, films, panels, regions, etc. is exaggerated for clarity. In the specification, the same reference numerals always represent the same elements. It will be understood that when an element such as a layer, film, region, or substrate is referred to as being "on" another element, it can be directly on the other element or there can be intervening elements. In contrast, when an element is referred to as being "directly on" another element, there are no intervening elements.

[0270] In the drawings, parts that are not related to the description are omitted for clarity of the embodiments, and the same or similar constituent elements are denoted by the same reference numerals throughout the specification.

[0271] As used herein, “at least one of A, B, or C,” “one of A, B, C, or a combination thereof,” and “one of A, B, C, and a combination thereof” refer to each constituent element, and a combination thereof (e.g., A; B; C; A and B; A and C; B and C; or A, B and C).

[0272] As used herein, when no specific definition is otherwise provided, "substituted" refers to a compound or functional group in which a hydrogen atom is replaced by a halogen atom (F, Br, Cl, or I), a hydroxyl group, a nitro group, a cyano group, an azido group, an amidine group, an amine group (-NR'R", wherein R' and R" are the same or different and are a hydrogen atom, a C1-C20 alkyl group, or a C6-C30 aryl group), a hydrazine group, a hydrazone group, a carbonyl group, a carbamoyl group, a thiol group, an ester group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C6-C30 aryl group, a C7-C30 aralkyl group, a C2-C20 heteroaryl group, a C3-C20 heteroaralkyl group, a C3-C30 cycloalkyl group, a C3-C15 cycloalkenyl group, a C6-C15 cycloalkynyl group, a C2-C20 heterocycloalkyl group, and combinations thereof.

[0273] "Aromatic hydrocarbon group" refers to a hydrocarbon ring group having an aromatic ring, and includes monocyclic and polycyclic hydrocarbon ring groups, and the other rings of the polycyclic hydrocarbon ring group may be aromatic rings or non-aromatic rings. The aromatic hydrocarbon group may be a C6-C30 aromatic hydrocarbon group, a C6-C20 aromatic hydrocarbon group, or a C6-C10 aromatic hydrocarbon group.

[0274] The "heteroaromatic hydrocarbon group" refers to an aromatic hydrocarbon group including 1 to 3 heteroatoms selected from N, O, S, P, and Si in the ring. The heteroaromatic hydrocarbon group may be a C3-C30 heteroaromatic hydrocarbon group, a C3-C20 heteroaromatic hydrocarbon group, or a C3-C10 heteroaromatic hydrocarbon group.

[0275] As used herein, the "hydrocarbon ring group" may be a C3-C30 hydrocarbon ring group. The hydrocarbon ring group may be an aromatic hydrocarbon ring group (e.g., a C6-C30 aromatic hydrocarbon group, a C6-C20 aromatic hydrocarbon group, or a C6-C10 aromatic hydrocarbon group or a C6-C30 aryl, a C6-C20 aryl, or a C6-C10 aryl), an alicyclic hydrocarbon ring group (e.g., a C3-C30 cycloalkyl, a C5-C30 cycloalkyl, a C3-C20 cycloalkyl, or a C3-C10 cycloalkyl), or a condensed ring group thereof. For example, the fused ring group may refer to a fused ring of an aromatic ring (aromatic hydrocarbon ring) and a non-aromatic ring (alicyclic ring), for example, a fused ring in which at least one aromatic ring (aromatic hydrocarbon ring), such as a C6-C30 aromatic hydrocarbon group, a C6-C20 aromatic hydrocarbon group, or a C6-C10 aromatic hydrocarbon group, or a C6-C30 aryl group, a C6-C20 aryl group, or a C6-C10 aryl group and at least one non-aromatic ring (alicyclic ring), such as a C3-C30 cycloalkyl group, a C3-C20 cycloalkyl group, or a C3-C10 cycloalkyl group, are fused to each other.

[0276] As used herein, a "heterocyclic group" may be a C2-C30 heterocyclic group. The heterocyclic group may be a cyclic group in which at least one, for example 1-3, carbon atoms of an aromatic hydrocarbon ring group (e.g., a C6-C30 aromatic hydrocarbon group, a C6-C20 aromatic hydrocarbon group, or a C6-C10 aromatic hydrocarbon group or a C6-C30 aryl, a C6-C20 aryl, or a C6-C10 aryl), an alicyclic hydrocarbon ring group (e.g., a C3-C30 cycloalkyl, a C3-C20 cycloalkyl, or a C3-C10 cycloalkyl), or a fused ring group thereof is replaced by a heteroatom selected from N, O, S, P, and Si. In addition, at least one carbon atom of the heterocyclic group may be replaced by a thiocarbonyl (C=S) group.

[0277] As used herein, when a specific definition is not otherwise provided, "hetero" means including 1 to 3 heteroatoms selected from N, O, S, P, and Si.

[0278] As used herein, "alkyl" refers to a monovalent straight-chain or branched saturated hydrocarbon group, such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, and the like.

[0279] As used herein, "cycloalkyl" refers to a monovalent hydrocarbon ring group in which the ring atoms are carbon, such as cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl.

[0280] As used herein, "aryl" refers to a cyclic functional group in which all elements of the ring have conjugated p orbitals and can be monocyclic, polycyclic, or fused-ring polycyclic (eg, rings sharing adjacent pairs of carbon atoms) functional groups.

[0281] As used herein, when no definition is otherwise provided, "cyano-containing group" refers to a monovalent group such as a C1-C30 alkyl, C2-C30 alkenyl, or C2-C30 alkynyl group in which at least one hydrogen is replaced by a cyano group. A cyano-containing group also refers to a divalent group such as =CR x '-(CR x R y ) p -CR y '(CN)2, where R x 、R y 、R x ', and R y ' are each independently hydrogen or C1-C10 alkyl, and p is 0-10 (or an integer of 1-10). Specific examples of the cyano group-containing group may include dicyanomethyl, dicyanovinyl, cyanoethynyl, etc. As used herein, the cyano group-containing group does not include a functional group consisting solely of a cyano group (-CN).

[0282] As used herein, when no definition is otherwise provided, the “aromatic hydrocarbon group” may include a C6-C30 aromatic hydrocarbon group such as a phenyl group and a naphthyl group, a C6-C30 aryl group, and a C6-C30 arylene group, but is not limited thereto.

[0283] As used herein, when no definition is otherwise provided, the "aliphatic hydrocarbon group" may include C1-C15 alkyl groups such as methyl, ethyl, propyl, etc., C1-C15 alkylene groups, C2-C15 alkenyl groups such as ethenyl or propenyl, C2-C15 alkynyl groups such as ethynyl or propynyl, but are not limited thereto.

[0284] As used herein, when a definition is not otherwise provided, “aromatic ring” refers to a C6-C10 hydrocarbon ring group (e.g., C6-C10 aryl group) providing a conjugated structure or a C2-C10 heterocyclic group (e.g., C2-C10 heteroaryl group) providing a conjugated structure.

[0285] As used herein, when no definition is provided otherwise, a "spirocyclic structure" may be a substituted or unsubstituted C5-C30 hydrocarbon ring group, a substituted or unsubstituted C2-C30 heterocyclic group, or a condensed ring thereof, which is the same as the X-containing ring in Chemical Formula 1. 1 、X 2or L's rings share one atom. The C5-C30 hydrocarbon ring group may be, for example, a substituted or unsubstituted C5-C30 cycloalkyl group (e.g., a substituted or unsubstituted C5-C20 cycloalkyl group or a substituted or unsubstituted C5-C10 cycloalkyl group), or a substituted or unsubstituted C6-C30 aryl group (e.g., a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C6-C10 aryl group), and the substituted or unsubstituted C2-C30 heterocyclic group may be, for example, a substituted or unsubstituted C2-C20 heterocycloalkyl group (e.g., a substituted or unsubstituted C2-C10 heterocycloalkyl group), or a substituted or unsubstituted C2-C20 heteroaryl group (e.g., a substituted or unsubstituted C2-C10 heteroaryl group).

[0286] As used herein, when not otherwise defined, a "fused ring" is a fused ring of two or more substituted or unsubstituted C5-C30 hydrocarbon ring groups, a fused ring of two or more substituted or unsubstituted C2-C30 heterocyclic groups, or a fused ring of a substituted or unsubstituted C5-C30 hydrocarbon ring group and a substituted or unsubstituted C2-C30 heterocyclic group (e.g., fluorenyl). Here, the hydrocarbon ring group and the heterocyclic group are as defined above.

[0287] As used herein, when no definition is otherwise provided, "combination" refers to a mixture of two or more, substitution in which one substituent is replaced by another substituent, condensed with each other, or linked to each other through a single bond or a C1-C10 alkylene group.

[0288] When the term "about" is used in this specification with respect to a numerical value, it is intended that the associated numerical value include a manufacturing or operating tolerance (e.g., ±10%) around the stated numerical value.

[0289] Hereinafter, a compound according to an embodiment is described. The compound is represented by Chemical Formula 1.

[0290] [Chemical Formula 1]

[0291]

[0292] In Chemical Formula 1,

[0293] Ar 1 and Ar 2 may independently be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0294] X 1 Can be -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b Rc -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg at least one pair of are connected to each other to provide a ring structure,

[0295] X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、Re 、R f 、R g 、R m 、R n , and R p R may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy. bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0296] L can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-GeR d R e -、-GeR dd R ee -、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R d 、R e 、R m 、R n , and R p R may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy. dd and R ee , or R mm and R nn at least one pair of are connected to each other to provide a ring structure,

[0297] When L is -NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(Rn ))-、or-(C(R p )=N))-, L is optionally combined with Ar 1 or Ar 2 connected to provide a ring structure,

[0298] Ar 3 may be a substituted or unsubstituted C6-C30 hydrocarbon ring group having at least one functional group selected from C=O, C=S, C=Se, and C=Te, a substituted or unsubstituted C2-C30 heterocyclic group having at least one functional group selected from C=O, C=S, C=Se, and C=Te, or a condensed ring thereof, and

[0299] R 1 and R 2 may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C2-C30 acyl, halogen, cyano (-CN), a cyano group-containing group, nitro, pentafluorosulfanyl (-SF5), hydroxyl, amino, hydrazine, hydrazone, carboxyl or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, -SiR a R b R c (where R a 、R b , and R c and R and R are independently hydrogen or a substituted or unsubstituted C1-C10 alkyl group), or a combination thereof.

[0300] The compound represented by Chemical Formula 1 includes a first ring portion including nitrogen (N) and L and a ring portion including X 1 The electron donor portion of the second ring portion of Ar 3 The electron acceptor portion represented by the present invention; the first ring portion including nitrogen (N) and L and the first ring portion containing X 1 The second ring portion comprises nitrogen (N) and X 2 The third ring portions of are fused to each other to provide a fused ring.

[0301] In Chemical Formula 1, by combining the first ring portion including nitrogen (N) and L and the ring portion including X 1 The second ring portion comprises nitrogen (N) and X 2 The third ring portion of Ar is fused to provide a fused ring, the stability of the molecular structure of the compound can be improved, and the decomposition of the compound during the deposition process can be restricted and / or prevented, so that the reliability of the device (equipment) can be improved. In addition, in the first ring portion including nitrogen (N) and L, Ar 1 and Ar 2The stability of the molecular structure can be further improved by connecting with L.

[0302] The compound represented by Chemical Formula 1 has an electron donor portion including a first ring portion including nitrogen (N) and L of a specific structure and a ring portion including X 1 The fused ring of the second ring portion is formed, and thus the absorption wavelength can be adjusted to the green wavelength range (about 500 nm to about 600 nm), and high absorption characteristics can be exhibited in the wavelength range, and the absorption coefficient can be increased.

[0303] The compound of Chemical Formula 1 can be represented by Chemical Formula 2A.

[0304] [Chemical Formula 2A]

[0305]

[0306] In Chemical Formula 2A,

[0307] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1, and

[0308] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0309] Y 1 -Y 3 and Y 5 -Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof.

[0310] In an embodiment, in Chemical Formula 2A, Y 4 Can be CR k , where R kis halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl. In this case, Y 4 , N, X 1 , and exists in Ar 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions, thereby increasing the absorption intensity at a specific wavelength.

[0311] In an embodiment, in Chemical Formula 2A, Y 7 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, Y 7 and X 2 It can enhance intramolecular interactions, thereby improving the absorption intensity at a specific wavelength.

[0312] Depending on the type of L, the compound represented by Chemical Formula 2A may be from Chemical Formula 2A-a to Chemical Formula 2A-b.

[0313] Represented by formula 2A-f.

[0314]

[0315] In Chemical Formula 2A-a to Chemical Formula 2A-f,

[0316] X 1、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0317] L 2 -O-, -S-, -Se-, -Te-, -NR a1 -, or -BR a2 -, where R a1 and R a2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0318] L 3 For Ge,

[0319] R b1 and R b2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0320] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0321] In Chemical Formulae 2A-a to 2A-f, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0322] In Chemical Formula 2A, Y 1 and Y 5 At least one (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be linked to each other to provide a condensed ring. This structure may be represented by Chemical Formula 2A-1 or Chemical Formula 2A-2.

[0323] [Chemical Formula 2A-1]

[0324]

[0325] In Chemical Formula 2A-1,

[0326] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0327] L 1 Can be N, B, or Ge,

[0328] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0329] Y 1 -Y 3 、Y 6 , and Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0330] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0331] [Chemical Formula 2A-2]

[0332]

[0333] In Chemical Formula 2A-2,

[0334] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0335] L 1 Can be N, B, or Ge,

[0336] Y 4 Can be CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0337] Y 2 、Y 3 and Y 5 -Y 7 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0338] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0339] In an embodiment, Cy of Chemical Formula 2A-1 and Chemical Formula 2A-2 may be an aromatic hydrocarbon group, a heteroaromatic hydrocarbon group, a cycloalkenyl group, or a heterocycloalkenyl group, and they may have a 5- to 10-membered ring structure. The heteroaromatic hydrocarbon group or the heterocycloalkenyl group may include N in the ring.

[0340] When Cy of Chemical Formula 2A-1 has a 6-membered ring structure, the compound of Chemical Formula 2A can be prepared by

[0341] Represented by Formula 2A-11a or Chemical Formula 2A-11b.

[0342]

[0343]

[0344] In Chemical Formula 2A-11a and Chemical Formula 2A-11b,

[0345] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0346] L 11 Can be B or N,

[0347] L 12 Can be Ge, and

[0348] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0349] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2A-11a and Chemical Formula 2A-11b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0350] When Cy of Chemical Formula 2A-1 has two fused 6-membered ring structures (including L in Chemical Formula 2A-12), 4 and L 11 When the compound of Chemical Formula 2A-1 comprises a hexagonal ring and a benzene ring fused thereto, the compound of Chemical Formula 2A-1 can be represented by Chemical Formula 2A-12.

[0351] [Chemical Formula 2A-12]

[0352]

[0353] In Chemical Formula 2A-12,

[0354] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0355] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0356] L 11 Can be B or N, and

[0357] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0358] According to an embodiment, in Chemical Formula 2A-12, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0359] When Cy of Chemical Formula 2A-2 has a 6-membered ring structure, it can be obtained by

[0360] Represented by formula 2A-21b.

[0361]

[0362] In Chemical Formula 2A-21a and Chemical Formula 2A-21b,

[0363] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0364] L 12 Can be Ge,

[0365] L 11 Can be B or N, and

[0366] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0367] According to one embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2A-21a and Chemical Formula 2A-21b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0368] When Cy of Chemical Formula 2A-2 has two fused 6-membered ring structures (including L in Chemical Formula 2A-22), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2A-2 can be represented by Chemical Formula 2A-22.

[0369] [Chemical Formula 2A-22]

[0370]

[0371] In Chemical Formula 2A-22,

[0372] X 1 、X 2、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0373] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0374] L 11 Can be B or N, and

[0375] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0376] According to an embodiment, in Chemical Formula 2A-22, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0377] According to an embodiment, in Chemical Formula 2A, Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) can be linked to each other to provide a first fused ring, and Y 5 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a second condensed ring. When the first condensed ring and the second condensed ring each have a 6-membered ring structure, they may be represented by Chemical Formula 2A-3a or Chemical Formula 2A-3b.

[0378]

[0379] In Chemical Formula 2A-3a and Chemical Formula 2A-3b,

[0380] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0381] L 11 Can be B or N,

[0382] L 12 Can be Ge, and

[0383] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0384] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2A-3a or Chemical Formula 2A-3b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0385] In Chemical Formula 2A, when Y 1 -Y 4 CR k And the adjacent R k When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2A-41 to Chemical Formula 2A-44.

[0386]

[0387] In Chemical Formula 2A-41 to Chemical Formula 2A-44,

[0388] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0389] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, and -CR hh =CR ii-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0390] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0391] In Chemical Formulae 2A-41 to 2A-44, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0392] In Chemical Formula 2A, when Y 5 -Y 7 CR k And the adjacent R k When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2A-45 to Chemical Formula 2A-48.

[0393]

[0394] In Chemical Formula 2A-45 to Chemical Formula 2A-48,

[0395] X 1 、X 2 , L, Ar 3 、R 1 , and R 2Same as in Chemical Formula 1,

[0396] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, and -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0397] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0398] In Chemical Formulae 2A-45 to 2A-48, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0399] The compound of Chemical Formula 1 can be represented by Chemical Formula 2B.

[0400] [Chemical Formula 2B]

[0401]

[0402] In Chemical Formula 2B,

[0403] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0404] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0405] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、Rdd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0406] In an embodiment, in Chemical Formula 2B, Y 4 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl. In this case, Y 4 , N, X 1 , and exists in Ar 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions, thereby increasing the absorption intensity at a specific wavelength.

[0407] In an embodiment, in Chemical Formula 2B, Y 5 N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, Y 5 and X 2 It can enhance intramolecular interactions, thereby improving the absorption intensity at a specific wavelength.

[0408] Depending on the type of L, the compound represented by Chemical Formula 2B may be represented by Chemical Formula 2B-a to Chemical Formula 2B-f.

[0409]

[0410]

[0411] In Chemical Formula 2B-a to Chemical Formula 2B-f,

[0412] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0413] Y 5 and X 3 Same as in Chemical Formula 2B,

[0414] L 2 Can be -O-, -S-, -Se-, -Te-, -NR a1 -, or -BR a2 -, where R a1 and R a2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0415] L 3 Can be Ge,

[0416] R b1 and R b2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0417] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0418] In Chemical Formulae 2B-a to 2B-f, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0419] In Chemical Formula 2B, L(-NR a1 -、-BR a2 -、-GeR d Re -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) and X 3 (-NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -or-CR f R g -) may be connected to each other to provide a fused ring. This structure may be represented by Chemical Formula 2B-1.

[0420] [Chemical Formula 2B-1]

[0421]

[0422] In Chemical Formula 2B-1,

[0423] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0424] L 1 Can be N, B, or Ge,

[0425] X 31 Can be N, SiR b ,GeR d , CR f , Si, Ge, or C, where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0426] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0427] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0428] In Chemical Formula 2B, L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) and Y 1 (CR k ) can be connected to each other to provide a fused ring. This structure can be represented by Chemical Formula 2B-2.

[0429] [Chemical Formula 2B-2]

[0430]

[0431] In Chemical Formula 2B-2,

[0432] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0433] X 3 Same as in Chemical Formula 2B,

[0434] L 1 Can be N, B, or Ge,

[0435] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R kare connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0436] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0437] In an embodiment, Cy of Chemical Formulas 2B-1 and 2B-2 may be an aromatic hydrocarbon group, a heteroaromatic hydrocarbon group, a cycloalkenyl group, or a heterocycloalkenyl group, and they may have a 5- to 10-membered ring structure. The heteroaromatic hydrocarbon group or heterocycloalkenyl group may include N in the ring.

[0438] When Cy of Chemical Formula 2B-1 has a 6-membered ring structure, the compound of Chemical Formula 2B can be prepared by

[0439] It is represented by Formula 2B-11a or Chemical Formula 2B-11b.

[0440]

[0441] In Chemical Formula 2B-11a and Chemical Formula 2B-11b,

[0442] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0443] Y 5 Same as in Chemical Formula 2B,

[0444] L 11 Can be B or N,

[0445] L 12 Can be Ge,

[0446] X 32 Can be Si, Ge, or C,

[0447] X 33 Can be N, SiR b ,GeR d, or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0448] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0449] According to one embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2B-11a and Chemical Formula 2B-11b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0450] When Cy of Chemical Formula 2B-1 has two fused 6-membered ring structures (including L in Chemical Formula 2B-12), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2B-1 can be represented by Chemical Formula 2B-12.

[0451] [Chemical Formula 2B-12]

[0452]

[0453] In Chemical Formula 2B-12,

[0454] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0455] Y 5 Same as in Chemical Formula 2B,

[0456] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR ddR ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0457] L 11 Can be B or N, and

[0458] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0459] According to an embodiment, in Chemical Formula 2B-12, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0460] When Cy of Chemical Formula 2B-2 has a 6-membered ring structure, it can be represented by Chemical Formula 2B-21a or Chemical Formula 2B-22a.

[0461] Represented by formula 2B-21b.

[0462]

[0463] In Chemical Formula 2B-21a and Chemical Formula 2B-21b,

[0464] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0465] X 3 and Y 5 Same as in Chemical Formula 2B,

[0466] L 11 Can be B or N,

[0467] L 12 Can be Ge, and

[0468] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0469] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2B-21a and Chemical Formula 2B-21b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0470] When Cy of Chemical Formula 2B-2 has two fused 6-membered ring structures (including L in Chemical Formula 2B-22), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2B-2 can be represented by Chemical Formula 2B-22.

[0471] [Chemical Formula 2B-22]

[0472]

[0473] In Chemical Formula 2B-22,

[0474] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0475] X 3 and Y 5 Same as in Chemical Formula 2B,

[0476] L4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0477] L 11 Can be B or N, and

[0478] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0479] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2B-22 may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0480] According to an embodiment, in Chemical Formula 2B, Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-or-(C(R p )=N))-) can be linked to each other to provide a first fused ring, and X 3 (-NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -or-CR f R g -) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a second condensed ring. When the first condensed ring and the second condensed ring each have a 6-membered ring structure, they may be represented by Chemical Formula 2B-3a or Chemical Formula 2B-3b.

[0481]

[0482] In Chemical Formula 2B-3a and Chemical Formula 2B-3b,

[0483] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0484] Y 5 Same as in Chemical Formula 2B,

[0485] L 11 Can be B or N,

[0486] L 12 Can be Ge,

[0487] X 32 Can be Si, Ge, or C,

[0488] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0489] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0490] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2B-3a and Chemical Formula 2B-3b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0491] In Chemical Formula 2B, when Y 1 -Y 4 CR k And the adjacent R k When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2B-41 to Chemical Formula 2B-44.

[0492]

[0493]

[0494] In Chemical Formula 2B-41 to Chemical Formula 2B-44,

[0495] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0496] X 3 and Y5 Same as in Chemical Formula 2B,

[0497] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i , and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0498] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0499] According to an embodiment, in Chemical Formula 2B-41 to Chemical Formula 2B-44, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0500] In addition, in Chemical Formula 2B, when X 3 and Y 5 When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2B-45 to Chemical Formula 2B-50.

[0501]

[0502]

[0503] In Chemical Formula 2B-45 to Chemical Formula 2B-50,

[0504] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0505] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0506] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh=CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i , and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0507] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0508] According to an embodiment, CH of the aromatic ring in Chemical Formula 2B-45 to Chemical Formula 2B-50 may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0509] The compound of Chemical Formula 1 can be represented by Chemical Formula 2C.

[0510] [Chemical Formula 2C]

[0511]

[0512] In Chemical Formula 2C,

[0513] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0514] Y 1 -Y 5 Can be N or CR independently k , where R kIt can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0515] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0516] In an embodiment, in Formula 2C, Y 4 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl. In this case, Y 4 , N, X 1 , and exists in Ar 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions, thereby increasing the absorption intensity at a specific wavelength.

[0517] In an embodiment, in Formula 2C, X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl, and X 2 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, X 3 and X 2 It can enhance intramolecular interactions, thereby improving the absorption intensity at a specific wavelength.

[0518] Depending on the type of L, the compound represented by Chemical Formula 2C may be represented by Chemical Formula 2C-a to Chemical Formula 2C-f.

[0519]

[0520] In Chemical Formula 2C-a to Chemical Formula 2C-f,

[0521] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0522] Y 5 and X 3 Same as in Chemical Formula 2C,

[0523] L 2 Can be -O-, -S-, -Se-, -Te-, -NR a1 -, or -BR a2 -, where R a1 and R a2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0524] L 3 Can be Ge,

[0525] R b1 and R b2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0526] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0527] In Chemical Formulae 2C-a to 2C-f, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0528] In Chemical Formula 2C, L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) and Y 5 (CR k ) may be connected to each other to provide a fused ring. This structure can be represented by Chemical Formula 2C-1.

[0529] [Chemical Formula 2C-1]

[0530]

[0531] In Chemical Formula 2C-1,

[0532] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0533] X 3 Same as in Chemical Formula 2C,

[0534] L 1 Can be N, B, or Ge,

[0535] Y 1 -Y 4 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0536] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0537] In Chemical Formula 2C, L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) and Y 1 (CRk ) can be connected to each other to provide a fused ring. This structure can be represented by Chemical Formula 2C-2.

[0538] [Chemical Formula 2C-2]

[0539]

[0540] In Chemical Formula 2C-2,

[0541] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0542] X 3 and Y 5 Same as in Chemical Formula 2C,

[0543] L 1 Can be N, B, or Ge,

[0544] Y 2 -Y 4 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0545] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0546] In an embodiment, Cy of Chemical Formulas 2C-1 and 2C-2 may be an aromatic hydrocarbon group, a heteroaromatic hydrocarbon group, a cycloalkenyl group, or a heterocycloalkenyl group, and they may have a 5- to 10-membered ring structure. The heteroaromatic hydrocarbon group or heterocycloalkenyl group may include N in the ring.

[0547] When Cy of Chemical Formula 2C-1 has a 6-membered ring structure, the compound represented by Chemical Formula 2C may be represented by Chemical Formula 2C-11a or Chemical Formula 2C-11b.

[0548]

[0549] In Chemical Formula 2C-11a and Chemical Formula 2C-11b,

[0550] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0551] X 3 Same as in Chemical Formula 2C,

[0552] L 11 is B or N,

[0553] L 12 For Ge,

[0554] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0555] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2C-11a and Chemical Formula 2C-11b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0556] When Cy of Chemical Formula 2C-1 has two fused 6-membered ring structures (including L in Chemical Formula 2C-12), 4 and L 11 When the compound of Chemical Formula 2C-1 comprises a hexagonal ring and a benzene ring fused thereto, the compound of Chemical Formula 2C-1 can be represented by Chemical Formula 2C-12.

[0557] [Chemical Formula 2C-12]

[0558]

[0559] In Chemical Formula 2C-12,

[0560] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0561] X 3 Same as in Chemical Formula 2C,

[0562] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0563] L 11 Can be B or N,

[0564] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0565] According to an embodiment, in Chemical Formula 2C-12, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0566] When Cy of Chemical Formula 2C-2 has a 6-membered ring structure, the compound of Chemical Formula 2C-2 may be represented by Chemical Formula 2C-21a or Chemical Formula 2C-21b.

[0567]

[0568] In Chemical Formula 2C-21a and Chemical Formula 2C-21b,

[0569] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0570] X 3 and Y 5 Same as in Chemical Formula 2C,

[0571] L 11 Can be B or N,

[0572] L 12 Can be Ge, and

[0573] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0574] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2C-21a and Chemical Formula 2C-21b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0575] When Cy of Chemical Formula 2C-2 has two fused 6-membered ring structures (including L in Chemical Formula 2C-22), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2C-2 can be represented by Chemical Formula 2C-22.

[0576] [Chemical Formula 2C-22]

[0577]

[0578] In Chemical Formula 2C-22,

[0579] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0580] X 3 and Y 5 Same as in Chemical Formula 2C,

[0581] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or Rmm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0582] L 11 Can be B or N, and

[0583] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0584] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2C-22 may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0585] According to an embodiment, in Chemical Formula 2C, Y 5 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) can be linked to each other to provide a first fused ring, and Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a second condensed ring. When the first condensed ring and the second condensed ring each have a 6-membered ring structure, they may be represented by Chemical Formula 2C-3a or Chemical Formula 2C-3b.

[0586]

[0587] In Chemical Formula 2C-3a and Chemical Formula 2C-3b,

[0588] X 1 、X 2 、Ar 3 、R 1 , and R2 Same as in Chemical Formula 1,

[0589] X 3 Same as in Chemical Formula 2C,

[0590] L 11 Can be B or N,

[0591] L 12 Can be Ge, and

[0592] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0593] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2C-3a and Chemical Formula 2C-3b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0594] In Formula 2C, when Y 1 -Y 4 CR k And adjacent R k When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formulas 2C-41 to 2C-44.

[0595]

[0596] In Chemical Formula 2C-41 to Chemical Formula 2C-44,

[0597] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0598] X 3 and Y 5 Same as in Chemical Formula 2C,

[0599] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiRb R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0600] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0601] According to an embodiment, in Chemical Formula 2C-41 to Chemical Formula 2C-44, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0602] In addition, in Chemical Formula 2C, when X 3 and Y 5When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2C-45 to Chemical Formula 2C-50.

[0603]

[0604] In Chemical Formula 2C-45 to Chemical Formula 2C-50,

[0605] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0606] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0607] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、Re 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0608] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0609] According to an embodiment, in Chemical Formula 2C-45 to Chemical Formula 2C-50, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0610] The compound of Chemical Formula 1 can be represented by Chemical Formula 2D.

[0611] [Chemical Formula 2D]

[0612]

[0613] In Chemical Formula 2D,

[0614] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0615] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0616] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0617] In an embodiment, in Formula 2D, Y 4 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl. In this case, Y 4 , N, X 1 , and exists in Ar 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions, thereby increasing the absorption intensity at a specific wavelength.

[0618] In an embodiment, in Formula 2D, Y 3 Can be N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, Y 3 and X 2 It can enhance intramolecular interactions, thereby improving the absorption intensity at a specific wavelength.

[0619] Depending on the type of L, the compound represented by Chemical Formula 2D may be from Chemical Formula 2D-a to Chemical Formula

[0620] Expressed by formula 2D-f.

[0621]

[0622] In Chemical Formulae 2D-a to 2D-f,

[0623] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0624] X 3 Same as in Chemical Formula 2D,

[0625] Y 4 and Y 5 Can be N or CR independently k , where R kIt can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0626] L 2 Can be -O-, -S-, -Se-, -Te-, -NR a1 -, or -BR a2 -, where R a1 and R a2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0627] L 3 Can be Ge,

[0628] R b1 and R b2 may be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0629] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0630] In chemical formula 2D, Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2D-1.

[0631] [Chemical Formula 2D-1]

[0632]

[0633] In Chemical Formula 2D-1,

[0634] X 1 、X 2 、Ar3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0635] X 3 Same as in Chemical Formula 2D,

[0636] L 1 Can be N, B, or Ge,

[0637] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0638] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0639] In chemical formula 2D, X 3 (-NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2D-2.

[0640] [Chemical Formula 2D-2]

[0641]

[0642] In Chemical Formula 2D-2,

[0643] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0644] X 31 Can be N, SiR b ,GeR d , CR f , Si, Ge, or C, where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0645] L 1 Can be N, B, or Ge,

[0646] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0647] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0648] In an embodiment, Cy of Chemical Formulas 2D-1 and 2D-2 may be an aromatic hydrocarbon group, a heteroaromatic hydrocarbon group, a cycloalkenyl group, or a heterocycloalkenyl group, and they may have a 5- to 10-membered ring structure. The heteroaromatic hydrocarbon group or heterocycloalkenyl group may include N in the ring.

[0649] When Cy of Chemical Formula 2D-1 has a 6-membered ring structure, the compound of Chemical Formula 2D can be prepared by

[0650] It is represented by Formula 2D-11a or Chemical Formula 2D-11b.

[0651]

[0652] In Chemical Formula 2D-11a and Chemical Formula 2D-11b,

[0653] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0654] X 3 Same as in Chemical Formula 2D,

[0655] Y 4 and Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0656] L 11 Can be B or N,

[0657] L 12 Can be Ge, and

[0658] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0659] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2D-11a and Chemical Formula 2D-11b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0660] When Cy of Chemical Formula 2D-1 has two fused 6-membered ring structures (including L in Chemical Formula 2D-12), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2D-1 can be represented by Chemical Formula 2D-12.

[0661] [Chemical Formula 2D-12]

[0662]

[0663] In Chemical Formula 2D-12,

[0664] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0665] X 3 Same as in Chemical Formula 2D,

[0666] Y 4 and Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0667] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(Rp )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0668] L 11 Can be B or N, and

[0669] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0670] According to an embodiment, in Chemical Formula 2D-12, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0671] When Cy of Chemical Formula 2D-2 has a 6-membered ring structure, it can be represented by Chemical Formula 2D-21a or Chemical Formula 2D-22.

[0672] Represented by formula 2D-21b.

[0673]

[0674] In Chemical Formula 2D-21a and Chemical Formula 2D-21b,

[0675] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0676] Y 4 and Y 5 Same as in Chemical Formula 2D,

[0677] L 11 Can be B or N,

[0678] L 12 Can be Ge,

[0679] X 32 Can be Si, Ge, or C,

[0680] X 33 N, SiR b ,GeR d , or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0681] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0682] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2D-21a and Chemical Formula 2D-21b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0683] When Cy of Chemical Formula 2D-2 has two fused 6-membered ring structures (including L in Chemical Formula 2D-22), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2D-2 can be represented by Chemical Formula 2D-22.

[0684] [Chemical Formula 2D-22]

[0685]

[0686] In Chemical Formula 2D-22,

[0687] X 1 、X 2 、Ar 3 、R 1 , and R 2Same as in Chemical Formula 1,

[0688] Y 4 and Y 5 Same as in Chemical Formula 2D,

[0689] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , or R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0690] L 11 Can be B or N, and

[0691] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0692] According to an embodiment, in Chemical Formula 2D-22, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0693] According to an embodiment, in Chemical Formula 2D, Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be linked to each other to provide a first fused ring, and X 3 (-NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a second condensed ring. When the first condensed ring and the second condensed ring each have a 6-membered ring structure, they may be represented by Chemical Formula 2D-3a or Chemical Formula 2D-3b.

[0694]

[0695]

[0696] In Chemical Formula 2D-3a and Chemical Formula 2D-3b,

[0697] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0698] L 11 Can be B or N,

[0699] L 12 Can be Ge,

[0700] X 32 Can be Si, Ge, or C,

[0701] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0702] Y 4 and Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof.

[0703] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2D-3a and Chemical Formula 2D-3b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0704] In addition, in chemical formula 2D, when X 3 and Y 5 or Y 4 and Y 5 When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formula 2D-41 to Chemical Formula 2D-46.

[0705]

[0706]

[0707] In Chemical Formula 2D-41 to Chemical Formula 2D-46,

[0708] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0709] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy,

[0710] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and Rcc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0711] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0712] According to an embodiment, in Chemical Formula 2D-41 to Chemical Formula 2D-46, CH of the aromatic ring may be replaced by N, and one or more (eg, 1, 2, or 3) N may be included in one 6-membered ring structure.

[0713] In addition, in Chemical Formula 2D, when Y 1 -Y 3 When adjacent two of the alkylene groups are connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it may be represented by one of Chemical Formula 2D-47 to Chemical Formula 2D-50.

[0714]

[0715] In Chemical Formula 2D-47 to Chemical Formula 2D-50,

[0716] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0717] X 3 、Y 4 , and Y 5 Same as in Chemical Formula 2D,

[0718] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR dR e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0719] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0720] According to an embodiment, in Chemical Formula 2D-47 to Chemical Formula 2D-50, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0721] The compound of Chemical Formula 1 can be represented by Chemical Formula 2E.

[0722] [Chemical Formula 2E]

[0723]

[0724] In Chemical Formula 2E,

[0725] X 1 、X 2 , L, Ar 3、R 1 , and R 2 Same as in Chemical Formula 1,

[0726] Y 1 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0727] X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee , or R ff and R gg At least one pair of them is connected to each other to provide a ring structure.

[0728] In an embodiment, in Formula 2E, X 3 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BRa2 -、-SiR b R c -、-GeR d R e -, or -CR f R g -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, X 3 , N, X 1 , and exists in Ar 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions, thereby increasing the absorption intensity at a specific wavelength.

[0729] In an embodiment, in Formula 2E, Y 3 N or CR k , where R k is halogen, cyano, C1-C10 haloalkyl, or C1-C10 cyanoalkyl, and X 2 is -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p Can be independently halogen, C1-C20 haloalkyl, or C1-C20 cyanoalkyl. In this case, Y 3 and X 2It can enhance intramolecular interactions, thereby improving the absorption intensity at a specific wavelength.

[0730] Depending on the type of L, the compound represented by Chemical Formula 2E may be represented by Chemical Formula 2E-a to Chemical Formula 2E-f.

[0731]

[0732] In Chemical Formula 2E-a to Chemical Formula 2E-f,

[0733] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0734] X 3 Same as in Chemical Formula 2E,

[0735] Y 4 and Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0736] L 2 Can be -O-, -S-, -Se-, -Te-, -NR a1 -, or -BR a2 -, where R a1 and R a2 may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0737] L 3 Can be Ge,

[0738] R b1 and R b2 may be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0739] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0740] In Chemical Formula 2E, Y 1 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be linked to each other to provide a condensed ring. This structure can be represented by Chemical Formula 2E-1.

[0741] [Chemical formula 2E-1]

[0742]

[0743] In Chemical Formula 2E-1,

[0744] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0745] X 3 Same as in Chemical Formula 2E,

[0746] L 1 Can be N, B, or Ge,

[0747] Y 2 -Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof,

[0748] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0749] In Chemical Formula 2E, Y 4 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-or-(C(R p )=N))-) may be linked to each other to provide a fused ring. This structure can be represented by Chemical Formula 2E-2.

[0750] [Chemical formula 2E-2]

[0751]

[0752] In chemical formula 2E-2,

[0753] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0754] X 3 Same as in Chemical Formula 2E,

[0755] L 1 Can be N, B, or Ge,

[0756] Y 1 -Y 3 and Y 5 Can be N or CR independently k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R kare connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0757] Cy may be a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, such as a substituted or unsubstituted C6-C20 aromatic hydrocarbon group or a substituted or unsubstituted C6-C10 aromatic hydrocarbon group; a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, such as a substituted or unsubstituted C3-C20 heteroaromatic hydrocarbon group or a substituted or unsubstituted C3-C10 heteroaromatic hydrocarbon group; a substituted or unsubstituted C5-C30 cycloalkenyl group, such as a substituted or unsubstituted C5-C20 cycloalkenyl group or a substituted or unsubstituted C5-C10 cycloalkenyl group; a substituted or unsubstituted C5-C30 heterocycloalkenyl group, such as a substituted or unsubstituted C5-C20 heterocycloalkenyl group or a substituted or unsubstituted C5-C10 heterocycloalkenyl group; or a fused ring thereof.

[0758] In an embodiment, Cy of Chemical Formulas 2E-1 and 2E-2 may be an aromatic hydrocarbon group, a heteroaromatic hydrocarbon group, a cycloalkenyl group, or a heterocycloalkenyl group, and they may have a 5- to 10-membered ring structure. The heteroaromatic hydrocarbon group or heterocycloalkenyl group may include N in the ring.

[0759] When Cy of Chemical Formula 2E-1 has a 6-membered ring structure, the compound of Chemical Formula 2E can be prepared by

[0760] It is represented by Formula 2E-11a or Chemical Formula 2E-11b.

[0761]

[0762] In Chemical Formula 2C-11a and Chemical Formula 2E-11b,

[0763] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0764] X 3 、Y 4 , and Y 5 Same as in Chemical Formula 2E,

[0765] L 11 Can be B or N,

[0766] L 12 Can be Ge, and

[0767] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0768] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2E-11 may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0769] When Cy of Chemical Formula 2E-1 has two fused 6-membered ring structures (including L in Chemical Formula 2E-12), 4 and L 11 When (a hexagonal ring and a benzene ring fused thereto), the compound of Chemical Formula 2E-1 can be represented by Chemical Formula 2E-12.

[0770] [Chemical formula 2E-12]

[0771]

[0772] In the chemical formula 2E-12,

[0773] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0774] X 3 、Y 4 , and Y 5 Same as in Chemical Formula 2E,

[0775] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(Rmm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0776] L 11 Can be B or N, and

[0777] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0778] According to an embodiment, in Chemical Formula 2E-12, CH of the 6-membered ring structure (eg, benzene ring) may be replaced by N, and may include at least one (eg, 1, 2, or 3) N.

[0779] When Cy of Chemical Formula 2E-2 has a 6-membered ring structure, it can be represented by Chemical Formula 2E-21a or Chemical Formula 2E-22a.

[0780] Formula 2E-21b represents.

[0781]

[0782] In Chemical Formula 2E-21a and Chemical Formula 2E-21b,

[0783] X 1 、X 2 、Ar 3 、R 1 , and R2 Same as in Chemical Formula 1,

[0784] X 3 and Y 5 Same as in Chemical Formula 2E,

[0785] L 11 Can be B or N,

[0786] L 12 Can be Ge, and

[0787] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0788] According to an embodiment, CH of the 6-membered ring structure (e.g., benzene ring and / or cyclohexadiene ring) in Chemical Formula 2E-21a and Chemical Formula 2E-21b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0789] When Cy of Chemical Formula 2E-2 has two fused 6-membered ring structures (including L in Chemical Formula 2E-22), 4 and L 11 and a benzene ring fused thereto), the compound of Chemical Formula 2E-2 can be represented by Chemical Formula 2E-22.

[0790] [Chemical formula 2E-22]

[0791]

[0792] In chemical formula 2E-22,

[0793] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0794] X 3 and Y 5 Same as in Chemical Formula 2E,

[0795] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeRd R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 -n1 is 1 or 2,

[0796] L 11 Can be B or N, and

[0797] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0798] According to an embodiment, in Chemical Formula 2E-22, CH of the aromatic ring may be replaced by N, and may include one or more (eg, 1, 2, or 3) N's.

[0799] According to an embodiment, in Chemical Formula 2E, Y 1 (CR k ) and L(-NR a1 -、-BRa2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) can be linked to each other to provide a first fused ring, and Y 4 (CR k ) and L(-NR a1 -、-BR a2 -、-GeR d R e -、-(C(R m )=C(R n ))-、or-(C(R p )=N))-) may be connected to each other to provide a second condensed ring. When the first condensed ring and the second condensed ring each have a 6-membered ring structure, they may be represented by Chemical Formula 2E-3a or Chemical Formula 2E-3b.

[0800]

[0801] In Chemical Formula 2E-3a and Chemical Formula 2E-3b,

[0802] X 1 、X 2 、Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0803] X 3 Same as in Chemical Formula 2E,

[0804] L 11 Can be B or N,

[0805] L 12 Can be Ge,

[0806] Y 5 Can be N or CR k , where R k It can be hydrogen, deuterium, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C10 alkyl, or substituted or unsubstituted C1-C10 alkoxy, or adjacent R k are connected to each other to provide a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, or a condensed ring thereof, and

[0807] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0808] According to an embodiment, CH of the 6-membered ring structure (e.g., a benzene ring and / or a cyclohexadiene ring) in Chemical Formula 2E-3a and Chemical Formula 2E-3b may be replaced by N, and one or more (e.g., 1, 2, or 3) N may be included in one 6-membered ring structure.

[0809] In Formula 2E, when Y 4 and Y 5 or Y 5 and X 3 When connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formulas 2E-41 to 2E-46.

[0810]

[0811] In Chemical Formulas 2E-41 to 2E-46,

[0812] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0813] X 33 Can be N, SiR b ,GeR d , or CR f , where R b 、R d , and R f may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0814] X 3 and Y 4 Same as in Chemical Formula 2E,

[0815] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1-、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R j may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0816] The hydrogen atoms of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy. In embodiments, in Formulas 2E-41 to 2E-46, the CH atoms of the aromatic ring may be replaced by N atoms, and may include one or more (e.g., 1, 2, or 3) N atoms.

[0817] In Formula 2E, when Y 1 -Y 3 CR k And adjacent R kWhen connected to each other to provide a fused ring (a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C3-C30 heteroaromatic hydrocarbon group, a substituted or unsubstituted C5-C30 cycloalkene group, a substituted or unsubstituted C5-C30 cycloalkene group, or a combination thereof), it can be represented by one of Chemical Formulae 2E-47 to 2E-50.

[0818]

[0819] In Chemical Formula 2E-47 to Chemical Formula 2E-50,

[0820] X 1 、X 2 , L, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0821] X 3 、Y 4 , and Y 5 Same as in Chemical Formula 2E,

[0822] X 4 It can be -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -、-CR ff R gg -、-CR h =CR i -, or -CR hh =CR ii -, where R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R i and R jmay independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc 、R dd and R ee 、R ff and R gg , or R hh and R ii At least one pair of is connected to each other to provide a ring structure, and

[0823] The hydrogen atoms of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy. In embodiments, in Formulas 2E-47 to 2E-50, the CH atoms of the aromatic ring may be replaced by N atoms, and may include one or more (e.g., 1, 2, or 3) N atoms.

[0824] In formula 1, X 1 、X 2 , and L and X of Chemical Formula 2B, Chemical Formula 2C, and Chemical Formula 2E 3 In the embodiment of the present invention, the ring structure may be a spiro ring structure or a fused ring structure. The spiro ring structure may be a substituted or unsubstituted C5-C30 hydrocarbon ring group or a substituted or unsubstituted C2-C30 heterocyclic group. The substituted or unsubstituted C5-C30 hydrocarbon ring group may be, for example, a substituted or unsubstituted C5-C30 cycloalkyl group (for example, a substituted or unsubstituted C3-C20 cycloalkyl group or a substituted or unsubstituted C3-C10 cycloalkyl group), or a substituted or unsubstituted C5-C30 cycloalkyl group (for example, a substituted or unsubstituted C3-C20 cycloalkyl group or a substituted or unsubstituted C3-C10 cycloalkyl group) and a substituted or unsubstituted C6-C30 aryl group (for example, a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C3-C10 aryl group). Examples of the fused ring include fluorenyl and indanyl. The substituted or unsubstituted C2-C30 heterocyclic group may be, for example, a substituted or unsubstituted C2-C30 heterocycloalkyl group (for example, a substituted or unsubstituted C2-C20 heterocycloalkyl group or a substituted or unsubstituted C2-C10 heterocycloalkyl group).

[0825] The condensed ring structure may have a condensed substituted or unsubstituted C5-C30 hydrocarbon ring group, a condensed substituted or unsubstituted C2-C30 heterocyclic group, or a condensed ring thereof. The substituted or unsubstituted C5-C30 hydrocarbon ring group may be, for example, a substituted or unsubstituted C5-C30 cycloalkyl group (e.g., a substituted or unsubstituted C3-C20 cycloalkyl group or a substituted or unsubstituted C3-C10 cycloalkyl group) or a substituted or unsubstituted C6-C30 aryl group (e.g., a substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C6-C10 aryl group), and the substituted or unsubstituted C2-C30 heterocyclic group may be, for example, a substituted or unsubstituted C2-C30 heterocycloalkyl group (e.g., a substituted or unsubstituted C2-C20 heterocycloalkyl group or a substituted or unsubstituted C2-C10 heterocycloalkyl group) or a substituted or unsubstituted C2-C30 heteroaryl group (e.g., a substituted or unsubstituted C2-C20 heteroaryl group or a substituted or unsubstituted C2-C10 heteroaryl group).

[0826] The spiro structure may include a moiety represented by Chemical Formula 3.

[0827] [Chemical Formula 3]

[0828]

[0829] In Chemical Formula 3,

[0830] X a and X b can be independently -O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -, or -GeR dd R ee -, where R a1 、R a2 、R b 、R c 、R d , and R e may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and R bb and R cc or R dd and R ee At least one pair of may be connected to each other to provide a ring structure,

[0831] L a -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-GeR d R e -、-(CR f R g ) n1 -、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g and R p may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0832] The hydrogen of each ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0833] In Chemical Formula 3, one or more CH groups present in the aromatic rings of the moieties (3), (4), (5), (6), and (7) may be replaced by N.

[0834] In Chemical Formula 1, Ar 3 It can be represented by Chemical Formula 4.

[0835] [Chemical Formula 4]

[0836]

[0837] In Chemical Formula 4,

[0838] Ar 3 ' is a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C3-C30 heteroaryl group,

[0839] Z 1 is O, S, Se, or Te, and

[0840] Z 2 O, S, Se, Te, or CRa R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b At least one of the groups is a cyano group or a group containing a cyano group.

[0841] In Chemical Formula 1, Ar 3 It may be a cyclic group represented by one of Chemical Formulae 5A to 5F.

[0842] [Chemical Formula 5A]

[0843]

[0844] In Chemical Formula 5A,

[0845] Z 1 It can be O, S, Se, or Te,

[0846] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0847] Z 3 Can be N or CR c , where R c is hydrogen, deuterium, or a substituted or unsubstituted C1-C10 alkyl group,

[0848] R 11 、R 12 、R 13 、R 14 , and R 15 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), a cyano-containing group, or a combination thereof, wherein R 12 and R 13 and R 14and R 15 may exist independently or be linked to each other to provide a fused aromatic ring,

[0849] n can be 0 or 1, and

[0850] *Can be a connection point.

[0851] In an embodiment, CR in Chemical Formula 5A 11 , CR 12 , CR 13 , CR 14 , and CR 15 At least one of may be replaced by nitrogen (N). That is, the substituted or unsubstituted benzene ring portion of Chemical Formula 5A may include a heteroatom (N).

[0852] [Chemical Formula 5B]

[0853]

[0854] In Chemical Formula 5B,

[0855] Z 1 It can be O, S, Se, or Te,

[0856] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0857] Z 3 Can be O, S, Se, Te, or C(R a )(CN), where R a is hydrogen, cyano (-CN), or C1-C10 alkyl,

[0858] R 11 and R 12 may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a combination thereof, and

[0859] *Can be a connection point.

[0860] [Chemical Formula 5C]

[0861]

[0862] In Chemical Formula 5C,

[0863] Z 1 It can be O, S, Se, or Te,

[0864] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0865] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), or a combination thereof, and

[0866] *Can be a connection point.

[0867] [Chemical Formula 5D]

[0868]

[0869] In Chemical Formula 5D,

[0870] Z 1 It can be O, S, Se, or Te,

[0871] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0872] Z 3 Can be N or CR c , where R c It can be hydrogen or a substituted or unsubstituted C1-C10 alkyl group,

[0873] G 1 Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w are the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0874] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano, a group containing a cyano group, or a combination thereof, wherein R 12 and R 13 may exist independently or be linked to each other to provide a fused aromatic ring,

[0875] n can be 0 or 1, and

[0876] *Can be a connection point.

[0877] [Chemical Formula 5E]

[0878]

[0879] In Chemical Formula 5E,

[0880] Z 1 It can be O, S, Se, or Te,

[0881] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R bat least one of which is a cyano group or a group containing a cyano group,

[0882] Z 3 Can be N or CR c , where R c It can be hydrogen or a substituted or unsubstituted C1-C10 alkyl group,

[0883] G 2 Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w are the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl,

[0884] R 11 、R 12 , and R 13 may be the same or different and may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano, a cyano-containing group, or a combination thereof,

[0885] n can be 0 or 1, and

[0886] *Can be a connection point.

[0887] [Chemical Formula 5F]

[0888]

[0889] In Chemical Formula 5F,

[0890] Z 1 It can be O, S, Se, or Te,

[0891] Z 2 Can be O, S, Se, Te, or CR a R b , where R a and R b may be independently hydrogen, substituted or unsubstituted C1-C10 alkyl, cyano, or a group containing a cyano, provided that when Z 2 CR a R b When R a and R b at least one of which is a cyano group or a group containing a cyano group,

[0892] R 11 may be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), a cyano-containing group, or a combination thereof, and

[0893] G 3 Can be O, S, Se, Te, SiR x R y , or GeR z R w , where R x 、R y 、R z , and R w are the same or different and may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, or substituted or unsubstituted C6-C20 aryl.

[0894] The cyclic group represented by Chemical Formula 5A may be a cyclic group represented by Chemical Formula 5A-1 or Chemical Formula 5A-2.

[0895] [Chemical Formula 5A-1]

[0896]

[0897] [Chemical Formula 5A-2]

[0898]

[0899] In Chemical Formula 5A-1 and Chemical Formula 5A-2,

[0900] Z 3 ,n,R 11 、R 12 、R 13 、R 14 , and R 15 Same as in Chemical Formula 5A.

[0901] When R 12 and R 13 and / or R 14 and R 15 When each independently connected to form a condensed aromatic ring, the cyclic group represented by Chemical Formula 5A may be a cyclic group represented by Chemical Formula 5A-3.

[0902] [Chemical Formula 5A-3]

[0903]

[0904] In Chemical Formula 5A-3,

[0905] Z1 、Z 2 、Z 3 、R 11 , and n are the same as in Chemical Formula 5A,

[0906] R 12a and R 12b may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C30 heteroaryl, halogen, cyano (-CN), a cyano-containing group, or a combination thereof,

[0907] m1 and m2 can independently be integers ranging from 0 to 4,

[0908] Ph 1 and Ph 2 refers to a fused benzene ring, and Ph 1 and Ph 2 One of them may optionally be omitted.

[0909] The cyclic group represented by Chemical Formula 5B may be, for example, a cyclic group represented by Chemical Formula 5B-1, 5B-2, or 5B-3.

[0910]

[0911] In Chemical Formulas 5B-1, 5B-2, and 5B-3,

[0912] R 11 and R 12 Same as in Chemical Formula 5B.

[0913] The cyclic group represented by Chemical Formula 5C may be, for example, a cyclic group represented by Chemical Formula 5C-1 or 5C-2.

[0914]

[0915] In Chemical Formulas 5C-1 and 5C-2,

[0916] R 11 -R 13 Same as in Chemical Formula 5C.

[0917] In Chemical Formula 1, the electron donor part N, containing X 1 Ring X 1 , present in Ar as the electron acceptor 3 The functional groups (C═O, C═S, C═Se, or C═Te) in the molecule enhance intramolecular interactions to improve the absorption intensity at a specific wavelength.

[0918] Specific examples of the compound represented by Chemical Formula 2A may include compounds of Group 1, but are not limited thereto.

[0919] [Group 1]

[0920]

[0921]

[0922] In Group 1, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0923] R a1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0924] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0925] In Group 1, the formula 2A in which X 1 For -Se- compounds, but -Se- can be X 1 Other linking groups (-Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -)replace.

[0926] In Group 1, the formula 2A in which X 2 The compound is -(C(CH3)(CH3))-, but -(C(CH3)(CH3))- can be replaced by X 2Other linking groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-) instead.

[0927] The structure in which the CH present in the benzene ring in Group 1 is replaced by one N is shown, but each ring in Group 1 (benzene ring, nitrogen ring) etc.) may be replaced by N, wherein one ring may include one or more N, and multiple rings may contain N.

[0928] Specific examples of the compound represented by Chemical Formula 2A-11a or Chemical Formula 2A-21a may include compounds of Group 1-1, but are not limited thereto.

[0929] [Group 1-1]

[0930]

[0931] In group 1-1, Ar 3 、R 1 , and R 2 Same as in Chemical Formula 1,

[0932] The hydrogen of each ring (benzene ring or cyclohexadiene ring) may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0933] A structure in which CH present in the benzene ring in Group 1-1 is replaced by one N is shown, but CH of each ring (benzene ring or cyclohexadiene) of Group 1-1 may be replaced by N, one ring may include one or more N, and multiple rings may contain N.

[0934] In Group 1-1, the following is shown: 1 For compounds with -Se-, -Se- can be 1 Other linking groups (-Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -)replace.

[0935] In Group 1-1, the formulas 2A-1 and 2A-2 in which X 2 The compound is -(C(CH3)(CH3))-, but -(C(CH3)(CH3))- can be replaced by X 2 Other linking groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-) instead.

[0936] Specific examples of the compound represented by Chemical Formula 2A-12 or Chemical Formula 2A-22 may include compounds of Group 1-2, but are not limited thereto.

[0937] [Group 1-2]

[0938]

[0939] In Group 1-2, Ar 3 、R 1 and R 2 Same as in Chemical Formula 1,

[0940] L 4 Can be -O-, -S-, -Se-, -Te-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、-(C(R p )=N))-, or a single bond, wherein R a1 、R a2 、R b 、R c 、R d 、R e 、R f 、R g 、R m 、R n , and R p R bb and R cc 、R dd and R ee 、R ff and R gg , or R mm and R nn At least one pair of -(CR f R g ) n1 - n1 is 1 or 2, and

[0941] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0942] A structure in which CH present in a ring in Group 2 is replaced by one N is shown, and CH of each ring (e.g., benzene ring) of Groups 1-2 may be replaced by N, wherein one ring may include one or more N, and multiple rings may contain N.

[0943] In Group 1-2, the formula in which X in Formula 2A-12 or Formula 2A-22 is shown 1 For -Se- compounds, but -Se- can be X 1 Other linking groups (-Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -)replace.

[0944] In Group 1-2, the formulas 2A-12 and 2A-22 in which X 2 The compound is -(C(CH3)(CH3))-, but -(C(CH3)(CH3))- can be replaced by X 2 Other linking groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f R g ) n1 -、-(CR ff R gg )-、-(C(R m)=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-) instead.

[0945] Specific examples of the compound represented by Chemical Formula 2A may include compounds of Group 1a, but are not limited thereto.

[0946] [Group 1a]

[0947]

[0948]

[0949] In group 1a,

[0950] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C4-C30 heteroaryl group, a halogen (F, Cl, Br, or I), a cyano group (-CN), a cyano group-containing group, and combinations thereof.

[0951] In Group 1a, the functional group belonging to the cyclic group represented by Chemical Formula 5A is shown as an acceptor structure, but the case of any one of Chemical Formulae 5B to 5F can be shown in the same manner.

[0952] Group 1, Group 1-1, Group 1-2, and Group 1a may be examples of the compound represented by Chemical Formula 2A, but compounds represented by Chemical Formula 2B to Chemical Formula 2E may also be provided in the same manner.

[0953] For example, a specific example of the compound represented by Formula 2E can be provided by the compounds of Group 2, but is not limited thereto.

[0954] [Group 2]

[0955]

[0956]

[0957]

[0958] In group 2, Ar 3 、R 1 and R 2 Same as in Chemical Formula 1,

[0959] X 3 Same as in formula 2E

[0960] Ra1 、R a2 、R b 、R c 、R d 、R e 、R f , and R g may independently be hydrogen, deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C20 aryl, or substituted or unsubstituted C6-C20 aryloxy, and

[0961] The hydrogen of each aromatic ring may be replaced by at least one substituent selected from the group consisting of deuterium, halogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted C6-C20 aryloxy.

[0962] In Group 2, it is shown that in Formula 2E, X 1 For compounds with -Se-, -Se- can be 1 Other linking groups (-Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-CR f R g -, or -CR ff R gg -)replace.

[0963] In Group 2, it is shown that in Formula 2E, X 2 The compound is -(C(CH3)(CH3))-, but -(C(CH3)(CH3))- can be replaced by X 2 Other linking groups (-O-, -S-, -Se-, -Te-, -S(=O)-, -S(=O)2-, -NR a1 -、-BR a2 -、-SiR b R c -、-SiR bb R cc -、-GeR d R e -、-GeR dd R ee -、-(CR f Rg ) n1 -、-(CR ff R gg )-、-(C(R m )=C(R n ))-、-(C(R mm )=C(R nn ))-、or-(C(R p )=N))-) instead.

[0964] The structure in which the CH present in the benzene ring in group 2 is replaced by one N is shown, but each ring of group 2 (benzene ring, nitrogen ring etc.) may be replaced by N, wherein one ring may include one or more N, and multiple rings may contain N.

[0965] The compound is a compound that selectively absorbs light in a green wavelength region and may have a maximum absorption wavelength (λ) in a wavelength region of about 500 nm or more, for example, about 510 nm or more, about 520 nm or more, about 525 nm or more, or about 530 nm or more and about 600 nm or less, for example, about 590 nm or less, about 580 nm or less, about 570 nm or less, about 560 nm or less, about 555 nm or less, or about 550 nm or less. 最大 ).

[0966] The compound may exhibit a light absorption curve having a half-width (FWHM) of about 50 nm to about 110 nm, for example, about 50 nm to about 100 nm, in a thin film state. Here, FWHM is the width of the wavelength corresponding to half the height of the maximum absorption point. When the half-width (FWHM) is small, the wavelength selectivity is improved by selectively absorbing light in a narrow wavelength range. As used herein, when no specific definition is provided, it can be defined by absorbance measured by UV-Vis spectroscopy. When the half-width (FWHM) is within the range, the selectivity in the green wavelength region can be improved. The thin film may be a thin film deposited under vacuum conditions.

[0967] The compound can be formed into a thin film using a deposition method. The deposition method can provide a uniform thin film and has a small possibility of impurities being included in the thin film, but when the compound has a melting point lower than the temperature used for deposition, products decomposed from the compound may be deposited, and thus the performance of the device (equipment) may deteriorate. Therefore, the compound desirably has a melting point higher than the deposition temperature. The compound has a melting point that is, for example, at least about 10°C, for example, at least about 20°C, or at least about 30°C higher than the deposition temperature, and therefore can be desirably used for deposition.

[0968] In more detail, the donor-acceptor type material represented by Chemical Formula 1 may be m ) thermal decomposition, because the melting point (T m ) is similar to the decomposition temperature (T d ). Therefore, if the temperature of the film formed by vacuum deposition (sublimation temperature, deposition temperature, T s ) is higher than T m , decomposition occurs more preferentially than sublimation (deposition), and therefore normal devices (equipment) cannot be manufactured. Since it is impossible to manufacture stable image sensors using these materials, T m Should be higher than T s , and desirably T m -T s ≥10℃.

[0969] In addition, during the manufacture of the image sensor, a microlens array (MLA) needs to be formed after the organic optoelectronic device is manufactured to converge light. The formation of the microlens array requires a relatively high temperature (greater than or equal to about 160°C, for example, greater than or equal to about 170°C, greater than or equal to about 180°C, or greater than or equal to about 190°C). It is required that the performance of the optoelectronic device (for example, the organic optoelectronic device) does not deteriorate during these thermal treatment processes. The deterioration in the performance of the organic optoelectronic device during the thermal treatment of the MLA may not be caused by the chemical decomposition of the organic material, but by its morphological change. Morphological changes are generally caused when the material begins to thermally vibrate due to the thermal treatment, but materials with a strong molecular structure may not have thermal vibrations and are restricted and / or prevented from deteriorating due to the thermal treatment. The compound can suppress the thermal vibration of the molecule due to the conjugated structure in the donor portion, and thus can be stably maintained during the MLA thermal treatment and ensure process stability.

[0970] The compound may be a p-type semiconductor compound.

[0971] Since the compound is used as a p-type semiconductor, the compound can be appropriately used as long as it has a LUMO energy level higher than that of an n-type semiconductor. The energy level is expressed as an absolute value from the vacuum energy level. For example, when the compound is mixed with an n-type material such as fullerene, the compound desirably has a LUMO energy level higher than that of a fullerene with a LUMO energy level of 4.2 eV. For the suitable HOMO-LUMO energy level of the compound, when the compound has a HOMO energy level ranging from about 5.2 eV to about 5.8 eV and an energy band gap ranging from about 2.12 eV to about 2.48 eV, the LUMO energy level of the compound is in the range of about 3.8 eV to about 2.7 eV. The compound having a HOMO energy level, a LUMO energy level and an energy band gap within the range can be used as a p-type semiconductor compound that effectively absorbs light in the green wavelength region, and therefore has a high external quantum efficiency (EQE), and as a result, improves photoelectric conversion efficiency.

[0972] In example embodiments, a stably depositable compound is desirable in view of thin film formation, and thus the compound has a molecular weight of about 300 g / mol to about 1500 g / mol. However, even if the compound has a molecular weight outside of this range, a depositable compound can be used without limitation. In addition, when the compound is formed into a thin film using a coating process, a compound dissolved in a solvent and coated can be used without limitation.

[0973] Hereinafter, a photoelectric device including a compound according to an embodiment is described with reference to the accompanying drawings.

[0974] Figure 1 is a cross-sectional view showing a photovoltaic device according to one embodiment.

[0975] refer to Figure 1 , a photoelectric device 100 according to example embodiments includes a first electrode 10 and a second electrode 20 , and an active layer 30 between the first electrode 10 and the second electrode 20 .

[0976] One of the first electrode 10 and the second electrode 20 is an anode, and the other is a cathode. At least one of the first electrode 10 and the second electrode 20 may be a light-transmitting electrode, and the light-transmitting electrode may be made of, for example, a transparent conductor such as indium tin oxide (ITO) or indium zinc oxide (IZO), or a thin single-layer or multi-layer metal layer. When one of the first electrode 10 and the second electrode 20 is a non-light-transmitting electrode, it may be made of, for example, an opaque conductor such as aluminum (Al).

[0977] The active layer 30 includes a p-type semiconductor and an n-type semiconductor to form a pn junction, and absorbs external light to generate excitons, and then separates the generated excitons into holes and electrons.

[0978] The active layer 30 includes a compound represented by Chemical Formula 1. The compound may function as a p-type semiconductor compound in the active layer 30 .

[0979] The compound is a compound that selectively absorbs light in the green wavelength region, and the active layer 30 including the compound may have a maximum absorption wavelength (λ) in a wavelength region of greater than or equal to about 500 nm, for example, greater than or equal to about 510 nm, greater than or equal to about 520 nm, greater than or equal to about 525 nm, greater than or equal to about 530 nm, or greater than or equal to about 535 nm and less than or equal to about 590 nm, for example, less than or equal to about 580 nm, less than or equal to about 570 nm, or less than or equal to about 560 nm. 最大 ).

[0980] The active layer 30 may exhibit a light absorption curve having a relatively narrow full width at half maximum (FWHM) of about 50 nm to about 110 nm, for example, about 50 nm to about 100 nm. Therefore, the active layer 30 has high selectivity for light in the green wavelength region.

[0981] When the compound of Chemical Formula 1 and C60 are included in a volume ratio of about 0.9:1 to about 1.1:1, for example, about 1:1, the active layer may have a viscosity greater than or equal to about 6.0×10 4 cm -1 , for example, about 6.7×10 4 cm -1 to about 10×10 4 cm -1 , or about 6.9×10 4 cm -1 to about 10×10 4 cm -1 The absorption coefficient of .

[0982] The active layer 30 may further include an n-type semiconductor compound for forming a pn junction.

[0983] The n-type semiconductor compound may be subphthalocyanine or a subphthalocyanine derivative, fullerene or a fullerene derivative, thiophene or a thiophene derivative, or a combination thereof.

[0984] The fullerene may include C60, C70, C76, C78, ​​C80, C82, C84, C90, C96, C240, C540, mixtures thereof, fullerene nanotubes, and the like. Fullerene derivatives may refer to compounds having substituents of these fullerenes. The fullerene derivatives may include substituents such as alkyl groups (e.g., C1-C30 alkyl groups), aryl groups (e.g., C6-C30 aryl groups), heterocyclic groups (e.g., C3-C30 heterocycloalkyl groups), and the like. Examples of the aryl and heterocyclic groups may be benzene rings, naphthalene rings, anthracene rings, phenanthrene rings, fluorene rings, benzo[9,10]phenanthrene rings, tetracene rings, biphenyl rings, pyrrole rings, furan rings, thiophene rings, imidazole rings, azole ring, thiazole ring, pyridine ring, pyrazine ring, pyrimidine ring, pyridazine ring, indolizine ring, indole ring, benzofuran ring, benzothiophene ring, isobenzofuran ring, benzimidazole ring, imidazopyridine ring, quinolizine ring, quinoline ring, phthalazine ring, naphthyridine ring, quinoxaline ring, quinazoline ring, isoquinoline ring, carbazole ring, phenanthridine ring, acridine ring, phenanthroline ring, thianthrene ring, chromene ring, xanthene ring, phenanthroline ring Oxazine ring, phen a thiazine ring, a phenothiazine ring, or a phenazine ring.

[0985] The subphthalocyanine or subphthalocyanine derivative may be represented by Chemical Formula 6.

[0986] [Chemical Formula 6]

[0987]

[0988] In Chemical Formula 6,

[0989] R 31 -R 33 may independently be hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, halogen, a halogen-containing group, or a combination thereof,

[0990] a, b, and c are integers ranging from 1 to 3, and

[0991] Z is a monovalent substituent.

[0992] For example, Z may be a halogen or a group containing a halogen, such as F, Cl, a group containing F, or a group containing Cl.

[0993] The halogen refers to F, Cl, Br, or I, and the group containing halogen refers to an alkyl group in which at least one of hydrogen is replaced by F, Cl, Br, or I (C1-C30 alkyl group).

[0994] The thiophene derivative may be represented by, for example, Chemical Formula 7 or 8, but is not limited thereto.

[0995] [Chemical Formula 7]

[0996]

[0997] [Chemical Formula 8]

[0998] EWG 1 -T 1 -T 2 -T 3 -EWG 2

[0999] In Chemical Formulas 7 and 8,

[1000] T 1 、T 2 , and T 3 is an aromatic ring comprising a substituted or unsubstituted thiophene moiety,

[1001] T 1 、T 2 , and T 3 exist independently or fused together,

[1002] X 3 -X 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heterocyclic group, a cyano group, or a combination thereof, and

[1003] EWG 1 and EWG 2 Each is independently an electron withdrawing group.

[1004] For example, in Chemical Formula 7, X 3 -X 8 At least one of the groups may be an electron-withdrawing group, such as a cyano-containing group.

[1005] The active layer 30 may further include a second p-type semiconductor compound that selectively absorbs green light. The second p-type semiconductor compound may be a compound represented by Chemical Formula 9.

[1006] [Chemical Formula 9]

[1007]

[1008] In Chemical Formula 9,

[1009] R 41 -R 43are each independently hydrogen, a substituted or unsubstituted C1-C30 aliphatic hydrocarbon group, a substituted or unsubstituted C6-C30 aromatic hydrocarbon group, a substituted or unsubstituted C1-C30 aliphatic heterocyclic group, a substituted or unsubstituted C2-C30 aromatic heterocyclic group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryloxy group, a thiol group, a substituted or unsubstituted C1-C30 alkylthio group, a substituted or unsubstituted C6-C30 arylthio group, a cyano group, a cyano group-containing group, a halogen, a halogen-containing group, a substituted or unsubstituted sulfonyl group (e.g., a substituted or unsubstituted C0-C30 aminosulfonyl group, a substituted or unsubstituted C1-C30 alkylsulfonyl group, or a substituted or unsubstituted C6-C30 arylsulfonyl group), or a combination thereof, or R 41 -R 43 Two adjacent groups are linked to each other to provide a fused ring,

[1010] L 1 -L 3 may independently be a single bond, a substituted or unsubstituted C1-C30 alkylene group, a substituted or unsubstituted C6-C30 arylene group, a divalent substituted or unsubstituted C3-C30 heterocyclic group, or a combination thereof,

[1011] R 51 -R 53 may independently be a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heterocyclic group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted amino group (e.g., a substituted or unsubstituted C1-C30 alkylamino group or a substituted or unsubstituted C6-C30 arylamino group), a substituted or unsubstituted silyl group, or a combination thereof, and

[1012] ac can independently be an integer in the range of 0-4.

[1013] The second p-type semiconductor compound selectively absorbing green light may be included in an amount of about 500 to about 1500 parts by weight based on 100 parts by weight of the compound represented by Chemical Formula 1.

[1014] The active layer 30 may be a single layer or multiple layers, such as an intrinsic layer (I layer), p-type layer / I layer, I layer / n-type layer, p-type layer / I layer / n-type layer, or p-type layer / n-type layer.

[1015] The intrinsic layer (I layer) may include the compound of Chemical Formula 1 and the n-type semiconductor compound in a volume ratio of about 1:100 to about 100:1. The compound of Chemical Formula 1 and the n-type semiconductor compound may be included in a volume ratio within the range of about 1:50 to about 50:1, specifically about 1:10 to about 10:1, and more specifically about 1:1. When the compound of Chemical Formula 1 and the n-type semiconductor compound have a composition ratio within the range, excitons may be effectively generated and a pn junction may be effectively formed.

[1016] The p-type layer may include the semiconductor compound of Chemical Formula 1, and the n-type layer may include the n-type semiconductor compound.

[1017] The active layer 30 may have a thickness of approximately 1 nm to approximately 500 nm, and particularly approximately 5 nm to approximately 300 nm. When the active layer 30 has a thickness within this range, it can effectively absorb light, effectively separate holes from electrons, and transport them, thereby effectively improving photoelectric conversion efficiency. The desired thickness of the active layer 30 can be determined, for example, by the absorption coefficient of the active layer 30 and can be, for example, a thickness capable of absorbing at least approximately 70% or more, for example approximately 80% or more, and further, for example, approximately 90% or more of light.

[1018] In the optoelectronic device 100, when light enters from the first electrode 10 and / or the second electrode 20, and when the active layer 30 absorbs light in a desired and / or alternatively predetermined wavelength region, excitons may be generated internally. The excitons are separated into holes and electrons in the active layer 30, and the separated holes are transported to the anode, which is one of the first electrode 10 and the second electrode 20, and the separated electrons are transported to the cathode, which is the other of the first electrode 10 and the second electrode 20, so that current flows in the optoelectronic device.

[1019] In the following, refer to Figure 2 An optoelectronic device according to another embodiment is described.

[1020] Figure 2 is a cross-sectional view showing a photovoltaic device according to another example embodiment.

[1021] refer to Figure 2 Like the above embodiment, the photoelectric device 200 according to the present embodiment includes the first electrode 10 and the second electrode 20 facing each other, and the active layer 30 between the first electrode 10 and the second electrode 20 .

[1022] However, unlike the above embodiment, the optoelectronic device 200 according to the present embodiment further includes charge auxiliary layers 40 and 45 between the first electrode 10 and the active layer 30 and between the second electrode 20 and the active layer 30. The charge auxiliary layers 40 and 45 can facilitate the transfer of holes and electrons separated from the active layer 30 to improve efficiency.

[1023] The charge auxiliary layers 40 and 45 may be at least one selected from the following: a hole injection layer (HIL) for facilitating hole injection, a hole transport layer (HTL) for facilitating hole transport, an electron blocking layer (EBL) for preventing electron transport, an electron injection layer (EIL) for facilitating electron injection, an electron transport layer (ETL) for facilitating electron transport, and a hole blocking layer (HBL) for preventing hole transport.

[1024] The charge auxiliary layers 40 and 45 may include, for example, organic materials, inorganic materials, or organic / inorganic materials. The organic materials may be organic compounds having hole or electron properties, and the inorganic materials may be metal oxides such as molybdenum oxide, tungsten oxide, nickel oxide, etc.

[1025] The hole transport layer (HTL) may include one selected from, for example, poly(3,4-ethylenedioxythiophene):poly(styrene sulfonate) (PEDOT:PSS), polyarylamine (polyarylamine), poly(N-vinylcarbazole), polyaniline, polypyrrole, N,N,N',N'-tetrakis(4-methoxyphenyl)-benzidine (TPD), 4,4'-di[N-(1-naphthyl)-N-phenyl-amino]biphenyl (α-NPD), m-MTDATA, 4,4',4"-tris(N-carbazolyl)-triphenylamine (TCTA), and combinations thereof, but is not limited thereto.

[1026] The electron blocking layer (EBL) may include one selected from, for example, poly(3,4-ethylenedioxythiophene):poly(styrene sulfonate) (PEDOT:PSS), polyarylamine, poly(N-vinylcarbazole), polyaniline, polypyrrole, N,N,N',N'-tetrakis(4-methoxyphenyl)-benzidine (TPD), 4,4'-di[N-(1-naphthyl)-N-phenyl-amino]biphenyl (α-NPD), m-MTDATA, 4,4',4"-tris(N-carbazolyl)-triphenylamine (TCTA), and combinations thereof, but is not limited thereto.

[1027] The electron transport layer (ETL) may include one selected from, for example, 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA), bathocuproine (BCP), LiF, Alq3, Gaq3, Inq3, Znq2, Zn(BTZ)2, BeBq2, and combinations thereof, but is not limited thereto.

[1028] The hole blocking layer (HBL) may include one selected from, for example, 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA), bathocuproine (BCP), LiF, Alq3, Gaq3, Inq3, Znq2, Zn(BTZ)2, BeBq2, and combinations thereof, but is not limited thereto.

[1029] Either of the charge assist layers 40 and 45 may be omitted.

[1030] The optoelectronic device may be applied to various fields such as solar cells, image sensors, photodetectors, light sensors, and organic light emitting diodes (OLEDs), but is not limited thereto.

[1031] Hereinafter, an example of an image sensor including the organic photoelectric device is described with reference to the accompanying drawings. As an example of the image sensor, an organic CMOS image sensor is described.

[1032] Figure 3 is a schematic top view showing an organic CMOS image sensor according to an example embodiment, and Figure 4 To display Figure 3 Cross-sectional view of an organic CMOS image sensor.

[1033] Reference Figure 3 and 4 , an organic CMOS image sensor 300 according to an example embodiment includes a semiconductor substrate 310 integrated with light sensing devices 50B and 50R, a transfer transistor (not shown), a charge storage 55, a lower insulating layer 60, a color filter layer 70, an upper insulating layer 80, and a photoelectric device 100.

[1034] The semiconductor substrate 310 may be a silicon substrate, and is integrated with light sensing devices 50B and 50R, a transfer transistor (not shown), and a charge storage 55. The light sensing devices 50R and 50B may be photodiodes.

[1035] Light sensing devices 50B and 50R, transfer transistors, and / or charge storage 55 may be integrated in each pixel, and as shown in the figure, light sensing devices 50B and 50R may be included in blue pixels and red pixels, respectively, and charge storage 55 may be included in green pixels.

[1036] The light sensing devices 50B and 50R sense light, and information sensed by the light sensing devices can be transmitted through the transfer transistors. The charge storage 55 is electrically connected to the optoelectronic device 100, and information of the charge storage 55 can be transmitted through the transfer transistors.

[1037] In the drawing, the light sensing devices 50B and 50R are arranged in parallel, for example, without limitation, and the blue light sensing device 50B and the red light sensing device 50R may be stacked in a vertical direction.

[1038] Metal lines (not shown) and pads (not shown) are formed on the semiconductor substrate 310. To reduce signal delay, the metal lines and pads may be made of a metal with low resistivity, such as aluminum (Al), copper (Cu), silver (Ag), or alloys thereof, but are not limited thereto. Furthermore, the structure is not limited thereto, and the metal lines and pads may be positioned below the light sensing devices 50B and 50R.

[1039] A lower insulating layer 60 is formed on the metal lines and pads. Lower insulating layer 60 can be made of an inorganic insulating material such as silicon oxide and / or silicon nitride, or a low-k dielectric material such as SiC, SiCOH, SiCO, and SiOF. Lower insulating layer 60 has a trench that exposes charge storage 55. The trench can be filled with a filler.

[1040] A color filter layer 70 is formed on the lower insulating layer 60. The color filter layer 70 includes a blue filter 70B formed in a blue pixel and selectively transmitting blue light, and a red filter 70R formed in a red pixel and selectively transmitting red light. In an embodiment, a cyan filter and a yellow filter may be provided instead of the blue filter 70B and the red filter 70R. In this embodiment, a green filter is not included, but a green filter may be further included.

[1041] The color filter layer 70 may be omitted. For example, when the blue light sensing device 50B and the red light sensing device 50R are stacked in a vertical direction, the blue light sensing device 50B and the red light sensing device 50R may selectively absorb light in each wavelength region depending on their stacking depth, and the color filter layer 70 may not be provided.

[1042] An upper insulating layer 80 is formed on the color filter layer 70. The upper insulating layer 80 eliminates steps caused by the color filter layer 70 and smoothes the surface. The upper insulating layer 80 and the lower insulating layer 60 may include a contact hole (not shown) for exposing the pad and a through hole 85 for exposing the charge storage 55 of the green pixel.

[1043] The aforementioned photovoltaic device 100 is formed on the upper insulating layer 80. The photovoltaic device 100 includes the first electrode 10, the active layer 30, and the second electrode 20 as described above.

[1044] The first electrode 10 and the second electrode 20 may be transparent electrodes, and the active layer 30 is the same as described above. The active layer 30 selectively absorbs and / or senses light in the green wavelength region and replaces a color filter for a green pixel.

[1045] When light enters from the second electrode 20 , light in the green wavelength region may be mainly absorbed in the active layer 30 and photoelectrically converted, while light in the remaining wavelength regions passes through the first electrode 10 and may be sensed in the light sensing devices 50B and 50R.

[1046] As described above, the photoelectric devices that selectively absorb light in the green wavelength region are stacked, and thereby the size of the image sensor can be reduced and a miniaturized image sensor can be realized.

[1047] As described above, the compound represented by Chemical Formula 1 can be used as a semiconductor compound, and aggregation between the compounds in a thin film state is suppressed, thereby maintaining wavelength-dependent light absorption characteristics. Consequently, green wavelength selectivity can be maintained, crosstalk caused by unnecessary absorption of light other than the green wavelength region can be reduced, and sensitivity can be improved.

[1048] In an embodiment, Figure 4 In the embodiment, additional color filters may be further provided on the optoelectronic device 100. The additional color filters may include a blue filter 70B and a red filter 70R, or a cyan filter and a yellow filter.

[1049] Figure 5 An organic CMOS image sensor with a color filter disposed on an optoelectronic device is shown in FIG. Figure 5 Schematic cross-sectional view showing an organic CMOS image sensor according to one embodiment. Figure 5 , the organic CMOS image sensor 400 has Figure 4 The same structure except that a color filter layer 72 including a blue filter 72B and a red filter 72R is provided on the optoelectronic device 100. Instead of the blue filter 72B and the red filter 72R, a cyan filter and a yellow filter may be provided, respectively.

[1050] exist Figure 4 and 5 Including Figure 1 The optoelectronic device 100 is not limited thereto and can therefore be applied in the same manner. Figure 2 Optoelectronic device 200. Figure 6 is a cross-sectional view showing an organic CMOS image sensor 500 to which the optoelectronic device 200 is applied.

[1051] Figure 7 is a schematic diagram showing an organic CMOS image sensor according to another embodiment.

[1052] Reference Figure 7 ,picture Figure 5Like the example embodiment shown in , the organic CMOS image sensor 600 includes a semiconductor substrate 310 integrated with light sensing devices 50B and 50R, a transfer transistor (not shown), a charge storage 55 , an insulating layer 80 , and a photoelectric device 100 .

[1053] However, unlike the aforementioned embodiment, the organic CMOS image sensor 600 according to the embodiment includes a stacked blue light sensing device 50B and a red light sensing device 50R and does not include a color filter layer 70. The blue light sensing device 50B and the red light sensing device 50R are electrically connected to the charge storage device 55, and information of the charge storage device 55 can be transmitted through a transfer transistor (not shown). Depending on the stacking depth, the blue light sensing device 50B and the red light sensing device 50R can selectively absorb light in various wavelength regions.

[1054] As described above, the optoelectronic device that selectively absorbs light in the green wavelength region is stacked, and the red light sensing device and the blue light sensing device are stacked, thereby reducing the size of the image sensor and realizing a miniaturized image sensor. As described above, the optoelectronic device 100 has improved green wavelength selectivity, and crosstalk caused by unnecessary absorption of light in wavelength regions other than green can be reduced, while improving sensitivity.

[1055] exist Figure 7 Including Figure 1 The optoelectronic device 100 is not limited thereto and can therefore be applied in the same manner. Figure 2 Optoelectronic device 200.

[1056] Figure 8 is a schematic diagram showing an organic CMOS image sensor according to another example embodiment.

[1057] refer to Figure 8 According to the present embodiment, the organic CMOS image sensor includes a stacked green photoelectric device (G) that selectively absorbs light in the green wavelength region, a blue photoelectric device (B) that selectively absorbs light in the blue wavelength region, and a red photoelectric device (R) that selectively absorbs light in the red wavelength region.

[1058] In the drawing, the red photoelectric device, the green photoelectric device, and the blue photoelectric device are sequentially stacked, but the stacking order may be changed without limitation.

[1059] The green optoelectronic device (G) may be the aforementioned optoelectronic device 100 or optoelectronic device 200, the blue optoelectronic device (B) may include electrodes facing each other and an active layer therebetween including an organic material that selectively absorbs light in the blue wavelength region, and the red optoelectronic device (R) may include electrodes facing each other and an active layer therebetween including an organic material that selectively absorbs light in the red wavelength region.

[1060] As described above, a green photoelectric device (G) that selectively absorbs light in a green wavelength region, a blue photoelectric device (B) that selectively absorbs light in a blue wavelength region, and a red photoelectric device (R) that selectively absorbs light in a red wavelength region are stacked, and thereby the size of the image sensor can be reduced and a miniaturized image sensor can be realized.

[1061] The image sensor absorbs light in an appropriate wavelength region and can show overall improved sensitivity (YSNR10) and color reproducibility (ΔE*ab) despite a stacked structure.

[1062] Herein, YSNR10 represents the sensitivity of an image sensor, which is measured using the method described in "Image Sensors and Image Quality in Mobile Phones" by Juha Alakarhu, published in the 2007 International Image Sensor Workshop (Ogunquit, Maine, USA), but with the minimum illumination expressed in lux at a ratio of 10 between signal and noise. Therefore, the smaller the YSNR10, the higher the sensitivity.

[1063] On the other hand, color reproducibility (ΔE*ab) shows the difference from the standard color in the X-Rite color chart, and ΔE*ab was defined by the CIE (Commission International de L'Eclairage) in 1976 as the distance between two points on the L*a*b* color space. For example, color difference can be calculated according to Equation 1.

[1064] [Equation 1]

[1065]

[1066] In Equation 1,

[1067] ΔL* represents the change in the color coordinate L* compared to the color coordinate L* at room temperature (about 20° C. to about 25° C.),

[1068] Δa* represents the change in the color coordinate a* compared to the color coordinate a* at room temperature (about 20° C. to about 25° C.), and

[1069] Δb* represents the change in the color coordinate b* compared to the color coordinate b* at room temperature (about 20° C. to about 25° C.).

[1070] In order to manufacture an image sensor having high sensitivity and high color reproducibility, YSNR10≤100 lux when ΔE*ab≤3, and herein, the compound can achieve a sensitivity of YSNR10≤100 lux and a color reproducibility of ΔE*ab≤3.

[1071] The image sensor can be applied to various electronic devices such as mobile phones, digital cameras, etc., but is not limited thereto.

[1072] Figure 9 is a block diagram of a digital camera including an image sensor according to an embodiment.

[1073] Reference Figure 9 , the digital camera 1000 includes a lens 1010, an image sensor 1020, a motor 1030, and an engine 1040. The image sensor 1020 may be a Figures 3 to 8 One of the image sensors of the embodiment shown in .

[1074] The lens 1010 focuses incident light on the image sensor 1020. The image sensor 1020 generates RGB data for the light received through the lens 1010.

[1075] In some implementations, image sensor 1020 can interface with engine 1040 .

[1076] The motor 1030 may adjust the focus of the lens 1010 or perform a shutter in response to a control signal received from the engine 1040. The engine 1040 may control the image sensor 1020 and the motor 1030.

[1077] The engine 1040 may be connected to a host / application 1050 .

[1078] Figure 10 Schematic diagram showing an electronic device according to some embodiments. Figure 10, the electronic device 1100 may include a processor 1120, a memory 1130, and an image sensor 1140, which are electrically connected (coupled) together via a bus 1110. The image sensor 1140 may be an image sensor according to one of the aforementioned embodiments. The memory 1130 may be a non-transitory computer-readable medium and may store an instruction program. The memory 1130 may be a non-volatile memory such as flash memory (Flash memory), phase-change random access memory (PRAM), magnetoresistive RAM (MRAM), resistive RAM (ReRAM), or ferroelectric RAM (FRAM), or a volatile memory such as static RAM (SRAM), dynamic RAM (DRAM), or synchronous DRAM (SDRAM). The processor 1120 may execute the stored instruction program to perform one or more functions. For example, the processor 1120 may be configured to process the electrical signals generated by the image sensor 1140. The processor 1120 may include a processing circuit such as hardware including a logic circuit; a hardware / software combination such as a processor that executes software; or a combination thereof. For example, the processing circuit may more specifically include, but is not limited to, a central processing unit (CPU), an arithmetic logic unit (ALU), a digital signal processor, a microcomputer, a field programmable gate array (FPGA), a system on a chip (SoC), a programmable logic unit, a microprocessor, an application specific integrated circuit (ASIC), etc. The processor 1120 may be configured to generate an output (e.g., an image to be displayed on a display interface) based on such processing.

[1079] Hereinafter, the embodiments are described in more detail with reference to Examples. However, these Examples are non-limiting, and the inventive concept is not limited thereto.

[1080] Synthesis Example 1: Synthesis of the compound represented by Chemical Formula 1-1

[1081] [Chemical Formula 1-1]

[1082]

[1083] [Reaction Scheme 1-1]

[1084]

[1085] (i) Synthesis of Compound 1-1A

[1086] 9.4 g (36.5 mmol) of 2-iodoselenophene and 7.5 g (30.5 mmol) of 1-bromo-9H-carbazole were dissolved in 30 ml of dioxane. 0.29 g (1.52 mmol) of copper (I) iodide, 0.70 g (6.09 mmol) of trans-1,2-cyclohexanediamine, and 12.9 g (61.0 mmol) of potassium phosphate were added thereto, and then heated and refluxed for 30 hours. The product obtained therefrom was separated and purified by silica gel column chromatography (with a volume ratio of hexane: ethyl acetate = 5:1) to obtain 8.18 g (yield: 72%) of compound 1-1A.

[1087] (ii) Synthesis of Compound 1-1B

[1088] 12.0g (32.0mmol) of compound 1-1A was dissolved in 300ml of dehydrated diethyl ether. 12ml (32.0mmol) of 2.76M n-butyl lithium (n-BuLi) hexane solution was added dropwise thereto at -50°C, and then stirred at room temperature for 1 hour. 2.0g (35.2mmol) of dehydrated acetone (dimethyl ketone, CH3COCH3) was added thereto at -50°C, and then stirred at room temperature for 2 hours. The organic layer extracted with diethyl ether was washed with a sodium chloride aqueous solution and then dried by adding anhydrous magnesium sulfate thereto. Here, the product obtained therefrom was separated and purified by silica gel column chromatography (with a volume ratio of hexane: dichloromethane = 100:0 to 50:50) to obtain 6.3g (yield: 56%) of compound 1-1B.

[1089] (iii) Synthesis of Compound 1-1C

[1090] 6.23g (17.6mmol) of compound 1-1B was dissolved in 180ml of dichloromethane. 4.98g (35.5mmol) of boron trifluoride-ether complex was added thereto in a dropwise manner at 0°C, and then stirred for 2 hours. The organic layer extracted with dichloromethane was washed with a sodium chloride aqueous solution and then dried by adding anhydrous magnesium sulfate thereto. Here, the product obtained therefrom was separated and purified by silica gel column chromatography (with a volume ratio of hexane: dichloromethane = 50:50) to obtain 5.12g (yield: 87%) of compound 1-1C.

[1091] (iv) Synthesis of Compound 1-1D

[1092] 1.9ml (20.2mmol) of phosphoryl chloride was added dropwise to 6.0ml (77.5mmol) of N,N-dimethylformamide (DMF) at -15°C, and then stirred at room temperature for 2 hours. The solution was slowly dropped to 150ml of a dichloromethane solution of 5.23g (15.5mmol) of compound 1-1C at -15°C, then stirred at room temperature for 30 hours and concentrated under low pressure. Subsequently, water was added thereto, and a sodium hydroxide aqueous solution was added thereto until the pH became 14, and the obtained mixture was stirred at room temperature for 2 hours. The organic layer extracted with dichloromethane was washed with a sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The product obtained therefrom was separated and purified by silica gel column chromatography (with a volume ratio of hexane: dichloromethane = 50:50) to obtain 3.34g (yield: 65%) of compound 1-1D.

[1093] (v) Synthesis of the compound represented by Chemical Formula 1-1

[1094] 1.50 g (4.11 mmol) of compound 1-1D was dissolved in 20 ml of tetrahydrofuran, and 0.72 g (4.93 mmol) of 1H-indene-1,3 (2H)-dione was added thereto. The mixture was then stirred at 50° C. for 4 hours and concentrated under reduced pressure. Recrystallization was performed using chloroform and ethanol to obtain 2.03 g (yield: 74%) of the compound represented by Chemical Formula 1-1. The compound was purified by sublimation to a purity of 99.9%.

[1095] 1 H-NMR (300 MHz, dichloromethane-d2): δ8.15 (d, 1H), 8.14 (s, 1H), 8.07 (s, 1H), 8.03 (d, 1H), 7.95-7.88 (m, 3H), 7.82-7.77 (m, 2H), 7.72 (td, 1H), 7.45-7.55 (m, 3H), 1.79 (s, 6H).

[1096] Synthesis Example 2: Synthesis of the compound represented by Chemical Formula 1-2

[1097] [Chemical formula 1-2]

[1098]

[1099] 1.29 g (yield: 60%) of the compound represented by Chemical Formula 1-2 was obtained according to the same method as in Synthesis Example 1, except that 0.48 g (4.93 mmol) of 1,3-dimethyl-2-thiobarbituric acid was used instead of 1H-indene-1,3(2H)-dione in step (v) of Synthesis Example 1. The compound was purified by sublimation to a purity of 99.9%.

[1100] MS (ESI + ): For C 26 H 21 N3O2SSe[M+H + ] calculated value: 519.05; measured value: 519.90 Synthesis Example 3: Synthesis of the compound represented by Chemical Formula 1-3

[1101] [Chemical formula 1-3]

[1102]

[1103] 1.86 g (yield: 74%) of the compound represented by Chemical Formula 1-3 was obtained according to the same method as in Synthesis Example 1, except that 9H-fluoren-9-one was used instead of acetone in step (ii) of Synthesis Example 1. The final compound was purified by sublimation to a purity of 99.9%.

[1104] 1 H-NMR (300 MHz, dichloromethane-d2): δ 8.22 (d, 1H), 8.12 (d, 1H), 7.52-7.97 (m, 8H), 7.64 (s, 1H), 7.55 (td, 1H), 7.27 (td, 2H), 7.26-7.15 (m, 3H), 7.07 (s, 1H), 6.56 (dd, 1H).

[1105] Synthesis Example 4: Synthesis of the compound represented by Chemical Formula 1-4

[1106] [Chemical formula 1-4]

[1107]

[1108] The compound represented by Chemical Formula 1-4 was obtained according to the same method as in Synthesis Example 1, except that 9H-fluoren-9-one was used instead of acetone in step (ii) of Synthesis Example 1, and 0.48 g (4.93 mmol) of 1,3-dimethyl-2-thiobarbituric acid was used instead of 1H-indene-1,3(2H)-dione in step (v) of Synthesis Example 1. The obtained compound was purified by sublimation to a purity of 99.9%.

[1109] Synthesis Example 5: Synthesis of the compound represented by Chemical Formula 1-5

[1110] [Chemical Formula 1-5]

[1111]

[1112] [Reaction Scheme 1-5]

[1113]

[1114] A compound represented by Chemical Formula 1-5 was obtained in the same manner as in Reaction Scheme 1-1 of Synthesis Example 1, except that 2-iodotellurophene was used instead of 2-iodoselenophene.

[1115] Synthesis Example 6: Synthesis of the compound represented by Chemical Formula 1-6

[1116] [Chemical formula 1-6]

[1117]

[1118] [Reaction Scheme 1-6]

[1119]

[1120] A compound represented by Chemical Formula 1-6 was obtained in the same manner as in Reaction Scheme 1-1 of Synthesis Example 1, except that 2-iodopyrrole was used instead of 2-iodoselenophene.

[1121] Synthesis Reference Example 1: Synthesis of the compound represented by Chemical Formula 2-1

[1122] [Chemical Formula 2-1]

[1123]

[1124] [Reaction Scheme 2-1]

[1125]

[1126] (i) Synthesis of Compound 2-1A

[1127] 2-Iodotellurophene was synthesized with reference to the method disclosed in Efficient Synthesis of 2-Iodo and 2-Dicyanomethyl Derivatives of Thiophene, Selenophene, Tellurophene, and Thieno[3,2-b]thiophene, Takahashi, K.; Tarutani, S. Heterocycles 1996, 43, 1927-1935.

[1128] (ii) Synthesis of Compound 2-1B

[1129] 15.0 g (49.1 mmol) of 2-iodotellurophene and 10.0 g (44.6 mmol) of 10,10-dimethyl-5,10-dihydrodibenzo[b,e][1,4]azasiline were heated and refluxed in 200 ml of anhydrous toluene in the presence of 2.23 mmol of bis(dibenzylideneacetone)palladium(0) (Pd(dba)2), 2.23 mmol of tri-tert-butylphosphine (P(tBu)3), and 12.9 g (133.9 mmol) of sodium tert-butoxide (NaOtBu) for 2 hours. The product obtained therefrom was separated and purified by silica gel column chromatography (toluene:hexane=1:4 volume ratio) to obtain 6.8 g of 10,10-dimethyl-5-(tellurophen-2-yl)-5,10-dihydrodibenzo[b,e][1,4]azasilabenzene (yield: 37.8%).

[1130] (iii) Synthesis of Compound 2-1C

[1131] 6.2ml phosphorus oxychloride is added to 30.0ml N, N-dimethylformamide in a dropwise manner at -15 ℃, and the mixture is stirred at room temperature (24 ℃) for 2 hours. The resulting product is slowly added to a mixture of 300ml dichloromethane and 6.8g compound 2-1B in a dropwise manner at -15 ℃, and the obtained mixture is stirred at room temperature for 30 minutes and concentrated under reduced pressure. 300ml water is added thereto, sodium hydroxide aqueous solution is added thereto until pH becomes 14, and the obtained mixture is stirred at room temperature for 2 hours. The organic layer extracted from it by using dichloromethane is washed with sodium chloride aqueous solution, then, dried by adding anhydrous magnesium sulfate thereto. The product obtained therefrom was separated and purified by silica gel column chromatography (hexane:ethyl acetate=4:1 volume ratio) to obtain 2.82 g of 5-(10,10-dimethyldibenzo[b,e][1,4]azasilanabenz-5(10H)-yl)tellurophene-2-carbaldehyde (yield: 38.8%).

[1132] (iv) Synthesis of Compound 2-1D Represented by Chemical Formula 2-1

[1133] 2.82 g (6.54 mmol) of compound 2-1C was suspended in ethanol, 1.35 g (7.85 mmol) of 1,3-dimethyl-2-thiobarbituric acid synthesized according to the method described in J. Pharmacol., 1944, 82, 292, p. 4417 was added thereto, and the mixture was reacted at 50° C. for 2 hours to obtain 2.98 g of the compound represented by Chemical Formula 2-1 (yield: 77.8%). The compound was sublimed and purified to a purity of 99.9%.

[1134] 1H-NMR (500 MHz, dichloromethane-d2): δ 8.46 (s, 1H), 8.26 (d, 1H), 7.80 (d, 2H), 7.71 (d, 2H), 7.54 (t, 2H), 7.42 (t, 2H), 6.93 (d, 1H), 3.68 (d, 6H), 0.45 (s, 6H).

[1135] Synthesis Reference Example 2: Synthesis of the compound represented by Chemical Formula 2-2

[1136] The compound represented by Chemical Formula 2-2 was synthesized according to the same method as Synthesis Reference Example 1, except that 2-iodoselenophene was used instead of 2-iodotellurophene of Synthesis Reference Example 1.

[1137] [Chemical Formula 2-2]

[1138]

[1139] Synthesis Reference Example 3: Synthesis of the compound represented by Chemical Formula 2-3

[1140] [Chemical formula 2-3]

[1141]

[1142] 2.0 g (yield: 70%) of the compound represented by Chemical Formula 2-3 was synthesized according to the same method as Synthesis Example 1, except that 2-bromo-N-phenylaniline was used instead of 1-bromo-9H-carbazole in step (i) of Synthesis Example 1.

[1143] 1 H-NMR (300 MHz, dichloromethane-d2): δ 7.86 (m, 6H), 7.35 (m, 4H), 7.23 (m, 6H), 4.99 (s, 1H), 4.86 (s, 1H), 1.81 (s, 3H).

[1144] Synthesis Reference Example 4: Synthesis of the compound represented by Chemical Formula 2-4

[1145] [Chemical formula 2-4]

[1146]

[1147] [Reaction Scheme 2-4]

[1148]

[1149] Compound 2-4B was synthesized by using diphenylamine and 2,3-dibromothiophene as shown in reaction scheme 2-4 with reference to Angewante chem., Int. Ed. 2007, 46, 1627-1629. Subsequently, 0.74 ml of phosphorus oxychloride (POCl 3) was cooled to 0° C. and then slowly dripped into 2.3 ml of dimethylformamide (DMF) to prepare Vilsmeier's reagent. Subsequently, a solution prepared by dissolving 2.1 g of compound 2-4B in 2.0 ml of anhydrous DMF was cooled and slowly dripped into the Vilsmeier's reagent, and then heated and stirred at 80° C. for 2 hours. The resultant was cooled to room temperature (25° C.) and neutralized with ammonium acetate. After the solid precipitated therein was filtered and removed, the filtered solution was extracted with toluene and dried over magnesium sulfate, and an oily compound was obtained therefrom, which was then separated by silica gel column chromatography using dichloromethane to obtain compound 2-4C (1.1 g, yield: 48%).

[1150] Subsequently, 1.0 g of compound 2-4C and 0.9 g of 1H-cyclopenta[b]naphthalene-1,3(2H)-dione were dissolved in 50 ml of ethanol, and three drops of piperidine were added thereto, followed by heating and reflux for 3 hours. After the solvent was removed under reduced pressure, the residue was purified by silica gel column chromatography to obtain 1.0 g (yield: 75%) of the compound represented by Chemical Formula 2-4.

[1151] Example 1: Fabrication of Optoelectronic Devices

[1152] ITO was layered on a glass substrate by sputtering to form an approximately 150 nm thick anode, and the ITO glass substrate was ultrasonically cleaned with acetone / isopropyl alcohol / pure water for 15 minutes each, followed by UV ozone cleaning. Subsequently, the compound according to Synthesis Example 1 and C60 were co-deposited at a volume ratio of 1.2:1 to form a 120 nm thick active layer, and ITO was vacuum-deposited to a thickness of 7 nm to produce a photovoltaic device having a structure of ITO (150 nm) / active layer (120 nm) / ITO (7 nm).

[1153] Examples 2 to 4 and Reference Examples 1 to 4: Fabrication of Photovoltaic Devices

[1154] Photoelectric devices according to Examples 2 to 4 and Reference Examples 1 to 4 were manufactured according to the same method as Example 1, except that the compounds according to Synthesis Examples 2 to 4 and Synthesis Reference Examples 1 to 4 were used instead of the compound of Synthesis Example 1, respectively.

[1155] Evaluation 1: Light absorption properties of the compound

[1156] The light absorption characteristics (maximum absorption wavelength and absorption coefficient) of the compounds according to Synthesis Examples 1 to 4 were evaluated depending on the wavelength. Each compound according to Synthesis Examples 1 to 4 and C60 were deposited at a volume ratio of 1:1 to form a thin film, and the light absorption characteristics of each thin film in the ultraviolet (UV)-visible light (UV-Vis) region were evaluated by using a Cary 5000 UV spectrometer (Varian Inc.). The results are shown in Table 1.

[1157] (Table 1)

[1158]

[1159]

[1160] Referring to Table 1, the compounds of Synthesis Examples 1 to 4 exhibited maximum absorption wavelengths in the green wavelength region and thus high absorption coefficients (absorption intensities). Therefore, the compounds of Synthesis Examples 1 to 4 exhibited excellent absorption selectivity in the green wavelength region.

[1161] Evaluation 2: External quantum efficiency (EQE) of optoelectronic devices

[1162] The external quantum efficiency (EQE) of the organic photoelectric devices according to Examples 1 to 4 and Reference Examples 1 to 4 depending on wavelength and voltage was evaluated.

[1163] The external quantum efficiency is measured by using an IPCE measurement system (IPCE Measurement System) (McScience Inc., Korea). First, the IPCE measurement system is calibrated by using a Si photodiode (Hamamatsu Photonics KK, Japan), and then installed on the optoelectronic devices according to Examples 1 to 4 and Reference Examples 1 to 4, and the external quantum efficiency thereof in the wavelength range of about 350 to about 750 nm is measured. After the optoelectronic devices are annealed at 180°C, 190°C, and 200°C, the external quantum efficiency thereof is measured in the aforementioned method. Among them, the external quantum efficiency results of the optoelectronic devices of Examples 1 and 2 and Reference Examples 1 to 4 are shown in Table 2.

[1164] (Table 2)

[1165]

[1166] Referring to Table 2, the optoelectronic devices according to Examples 1 and 2 exhibited excellent external quantum efficiency after annealing at 180° C. or higher and at room temperature. In contrast, the optoelectronic devices according to Reference Examples 1, 2, 3, and 4 exhibited deteriorated device characteristics after annealing at 200° C., 190° C., and 180° C., and thus their EQEs were not measured.

[1167] Evaluation 3: Residual Charge Characteristics of Photoelectric Devices

[1168] When all the charges photoelectrically converted in one frame are not used for signal processing but remain, the charges in the previous frame overlap with the charges in the next frame and are read, and here, the amount of charge in the next frame is referred to as the amount of residual charge. The amount of residual charge is measured by irradiating light in a green wavelength region of 532 nm, where photoelectric conversion can occur, for a desired and / or alternatively predetermined time, turning off the light, and measuring the residual charge with an oscilloscope device at 10 -6 Current measured in seconds, integrated over time. Based on 5000 lux light passing through h+ / s / μm 2 The residual charge amount was evaluated in units of: Among them, the residual charge measurement results of the photovoltaic devices according to Examples 1 and 2 and Reference Examples 1 and 2 are shown in Table 3.

[1169] (Table 3)

[1170]

[1171] Referring to Table 3, the photovoltaic devices of Examples 1 and 2 exhibited excellent residual charge characteristics after annealing at 180° C. or higher and at room temperature. In contrast, the device characteristics of the photovoltaic devices of Reference Examples 1 and 2 deteriorated after annealing at 200° C., 190° C., and 180° C., respectively, and thus the residual charge amounts thereof were not measured.

[1172] While the present disclosure has been described with respect to what are presently considered to be practical example embodiments, it is to be understood that the inventive concepts are not limited to the disclosed embodiments, but, on the contrary, are intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims.

[1173] <Description of symbols>

[1174] 10: First electrode 20: Second electrode

[1175] 30: Active layer 40, 45: Charge auxiliary layer

[1176] 100, 200: Optoelectronic devices

[1177] 300, 400, 500, 600: Organic CMOS image sensors

[1178] 310: Semiconductor substrate

[1179] 70B, 72B: Blue filter 70R, 72R: Red filter

[1180] 70, 72: Color filter layer 85: Through hole

[1181] 60: Lower insulation layer 80: Upper insulation layer

[1182] 50B, 50R: Light sensing device 55: Charge storage

[1183] 1000: Digital camera 1010: Lens

[1184] 1020: Image sensor 1030: Motor

[1185] 1040: Engine 1050: Host / Application

Claims

1. A compound represented by Chemical Formula 2A: [Chemical Formula 2A] in, In Chemical Formula 2A, Y 4 CR k , where R k is hydrogen, deuterium, halogen, or unsubstituted C1-C10 alkyl, Y 1 -Y 3 and Y 5 -Y 7 Independently for CR k , where R k is hydrogen, deuterium, halogen, or unsubstituted C1-C10 alkyl, X 1 -Se-, -Te-, or -NR a1 -, where R a1 is hydrogen or C1-C20 alkyl, X 2 For-(CR f R g ) n1 -or-(CR ff R gg )-, where R f and R g are independently hydrogen, deuterium, halogen, or unsubstituted C1-C20 alkyl, R ff and R gg are connected to each other to provide a ring structure, and -(CR f R g ) n1 -n1 is 1 or 2, The ring structure includes a portion represented by Chemical Formula 3: [Chemical Formula 3] L is a single bond, Ar 3 is a cyclic group represented by one of Chemical Formula 5A and Chemical Formula 5B, and R 1 and R 2 are independently hydrogen, deuterium, or unsubstituted C1-C30 alkyl, [Chemical Formula 5A] Wherein, in Chemical Formula 5A, Z 1 is O, S, Se, or Te, Z 2 is O, S, Se, or Te, Z 3 CR c , where R c is hydrogen, deuterium, or unsubstituted C1-C10 alkyl, R 11 、R 12 、R 13 、R 14 , and R 15 are the same or different and are independently hydrogen, deuterium, unsubstituted C1-C30 alkyl, or halogen, n is 0 or 1, and * is the connection point, [Chemical Formula 5B] Wherein, in Chemical Formula 5B, Z 1 is O, S, Se, or Te, Z 2 is O, S, Se, or Te, Z 3 is O, S, Se, or Te, R 11 and R 12 are independently hydrogen, deuterium, unsubstituted C1-C30 alkyl, or halogen, and * indicates the connection point.

2. The compound of claim 1, wherein the hydrogen of each ring is replaced by at least one substituent selected from the group consisting of deuterium, halogen, or unsubstituted C1-C20 alkyl. 3 . The compound according to claim 1 , wherein the compound has a maximum absorption wavelength (λ max ) in a wavelength range of greater than or equal to about 500 nm and less than or equal to about 600 nm in a thin film state. 4 . The compound of claim 1 , wherein the compound exhibits a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 110 nm.

5. Optoelectronic devices, including a first electrode and a second electrode facing each other, and an active layer between the first electrode and the second electrode, The active layer comprises the compound according to any one of claims 1 to 4.

6. Image sensor, including: The photovoltaic device according to claim 5.

7. The image sensor of claim 6, further comprising: A semiconductor substrate integrated with a plurality of first light sensing devices configured to sense light in a blue wavelength region and a plurality of second light sensing devices configured to sense light in a red wavelength region, wherein The optoelectronic device is on the semiconductor substrate and is configured to selectively sense light in a green wavelength region.

8. The image sensor of claim 7, further comprising: Color filter layer, wherein The color filter layer includes a blue filter configured to selectively transmit light in a blue wavelength region and a red filter configured to selectively transmit light in a red wavelength region. 9 . The image sensor of claim 7 , wherein the first light-sensing device and the second light-sensing device are stacked in a vertical direction in the semiconductor substrate.

10. The image sensor of claim 6, further comprising: An organic optoelectronic device comprising the optoelectronic device; a blue optoelectronic device configured to selectively absorb light in a blue wavelength region; A red optoelectronic device configured to selectively absorb light in a red wavelength region, wherein The organic photoelectric device is a green photoelectric device, and The organic optoelectronic device, the blue optoelectronic device, and the red optoelectronic device are stacked.

11. Electronic equipment, including: The image sensor according to any one of claims 6 to 10.

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